12
INDEX acetaldehyde dimethyl acetal, carbonylation . of 3 from methanol 10 acetals, hydrosilylation to ether 87 acetic acid carbonylation 32 from methanol 2 telomerization, with butadiene 141 acetic anhydride from dimethyl ether or methyl acetate 3 and ethylidene diacetate 339 acetyl iodide 8 acetylenes hydrosilylation 82 hydrozirconation 88 acetylenic compounds, hydrocarbonylation 50 acid chlorides, reduction to aldehydes 74 acids Bronsted or Lewis, in hydrosilylation reactions 83 formation by carbonylation of RX 24 formation by carbonylation of alcohols 30 acrylates codimerization of 167 dimerization of 156-157 acrylic acid, synthesis from acetylene 48 acrylonitrile codimerization of 164 dimerization of 156 metathesis 234 actinides for olefin hydrogenation 70 hydrides, in reduction reactions 70 activated alkenes, hydrogenation '67 activation of C- H bonds 50, 340 of alkanes by organoactinides 268 of carbon monoxide 20 of cyclopentane by L2ReH3 266, 267 of hydrides 71 of primary CH bonds of acyclic alkanes by rhodium complexes 262 active sites 203, 217 1,4 addition 130 advantages and disadvantages of homogeneous catalysis 335 alcohols allylic, by hydrosilylation of conjugated ketones 84 and ethylene glycol synthesis 84 by hydrosilylation 339 by hydrozirconation of carbonyl groups 89 by reduction of aldehydes 69 by reduction of ketones and esters 75 reaction with organolanthanides and ac- tinides. hydrides 71 synthesis from alkenes 37 telomerization with butadiene 144 telomerization with isoprene 150 aldehydes by hydrozirconation of nitriles 89 by reduction of acid chlorides 74 formation by carbonylation of RX 22 formation by carbonylation of alcohol 30 hydrosilylation to alkanes 83 reaction with organolanthanides and ac- tinides hydrides 71 reduction to alcohols 75, 69 synthesis from alkenes 37 synthesis from R-H 50 synthesis from toluene 50 unsaturated, selective hydrogenation 76 aliphatic carboxylic compounds, synthesis from carbonylation of R-H 53 aliquat-336, as a PTC agent 79 alkaloids 121, 130 alkane by hydrogenolysis of Ru(U)-Alkyl 68 349

INDEX [link.springer.com]978-94-009-3897-7/1.pdf · 354 INDEX Hubert, A. J. 65 Huls Co. 250 humulene synthesis I, 123 hydride shift I, 2, 247 hydrides alkenyl 188 elimination 180

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Page 1: INDEX [link.springer.com]978-94-009-3897-7/1.pdf · 354 INDEX Hubert, A. J. 65 Huls Co. 250 humulene synthesis I, 123 hydride shift I, 2, 247 hydrides alkenyl 188 elimination 180

INDEX

acetaldehyde dimethyl acetal, carbonylation . of 3

from methanol 10 acetals, hydrosilylation to ether 87 acetic acid

carbonylation 32 from methanol 2 telomerization, with butadiene 141

acetic anhydride from dimethyl ether or methyl acetate 3 and ethylidene diacetate 339

acetyl iodide 8 acetylenes

hydrosilylation 82 hydrozirconation 88

acetylenic compounds, hydrocarbonylation 50

acid chlorides, reduction to aldehydes 74 acids

Bronsted or Lewis, in hydrosilylation reactions 83

formation by carbonylation of RX 24 formation by carbonylation of

alcohols 30 acrylates

codimerization of 167 dimerization of 156-157

acrylic acid, synthesis from acetylene 48 acrylonitrile

codimerization of 164 dimerization of 156 metathesis 234

actinides for olefin hydrogenation 70 hydrides, in reduction reactions 70

activated alkenes, hydrogenation '67 activation

of C-H bonds 50, 340 of alkanes by organoactinides 268 of carbon monoxide 20 of cyclopentane by L2ReH3 266, 267

of hydrides 71 of primary CH bonds of acyclic alkanes

by rhodium complexes 262 active sites 203, 217 1,4 addition 130 advantages and disadvantages of

homogeneous catalysis 335 alcohols

allylic, by hydrosilylation of conjugated ketones 84

and ethylene glycol synthesis 84 by hydrosilylation 339 by hydrozirconation of carbonyl

groups 89 by reduction of aldehydes 69 by reduction of ketones and esters 75 reaction with organolanthanides and ac-

tinides. hydrides 71 synthesis from alkenes 37 telomerization with butadiene 144 telomerization with isoprene 150

aldehydes by hydrozirconation of nitriles 89 by reduction of acid chlorides 74 formation by carbonylation of RX 22 formation by carbonylation of

alcohol 30 hydrosilylation to alkanes 83 reaction with organolanthanides and ac-

tinides hydrides 71 reduction to alcohols 75, 69 synthesis from alkenes 37 synthesis from R-H 50 synthesis from toluene 50 unsaturated, selective hydrogenation 76

aliphatic carboxylic compounds, synthesis from carbonylation of R-H 53

aliquat-336, as a PTC agent 79 alkaloids 121, 130 alkane

by hydrogenolysis of Ru(U)-Alkyl 68

349

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350 INDEX

alkane-contd. by hydrosilylation of carbon-oxygen

double bonds 83 by hydrozirconation of substituted

olefins and acetylenes 90 by reduction of alkynes and alkenes 71 chemistry 340

alkenes insertion into RX 27 activated 68 by reduction of alkynes 72 hydroboration 73 hydrogenation 74 hydrozirconation 87 metathesis of 230 reduction by hydrides 71

alkenylaluminium 127 2-alkoxy-6-methyl-3,8-nonadiene 153 alkyl halides, reduction by hydrides 72, 75 alkylation reactions 107 alkylboranes 124 alkylidene

generation for metathesis, chemical 224 generation for metathesis, electro­

chemical 245 alkylidyne, in alkyne metathesis 242 alkynes

carbonylation 47 hydroboration 73 hydrozirconation 87 metathesis 233 reduction by hydrides 71

allyl nickel catalysts 179 palladium catalysts 187

allylic alcohols by hydrogenation of unsaturat-

ed aldehydes 76 alcohols by reduction of ketones 76, 84 iodide 122 silyl ether by hydrosilylation 84

allyl species 217, 220 alnus one synthesis 104 alphabutol process 190 alumina, supported, clusters 328 aluminium

alkyls 70 alkyls, for oligomerization reactions 180 lithium hydride 65, 71, 88 sodium dihydridoaluminates 88 sodium dihydrido di-(methoxy-

ethoxy)aluminate 76

amides synthesis from alkenes 42 telomerization with isoprene 151 by hydrosilylation of Schiff bases and

oximes 87 by reduction of nitro groups 69 synthesis from alkenes 42 unsaturated, metathesis 235

amino-acids, synthesis from carbonylation of aldehydes 57

aminobromo-adilines 133 anhydrides, from halogenures substrates 30 anthramycin 133 antibiotics synthesis 100 aquilo II arenes, reduction 69, 79 aromatic

carboxylic acids, synthesis of 52 chlorides, carbonylation of 30 halides 29, 30, 106 nuclei hydrogenation 78

aryl acetic compounds, synthesis from

carbonylation of benzene 53 aminoenone 130 halides 104

asymmetric hydroformylation, rhodium catalysts 38 hydroformylation, platinum catalysts 38 hydrogeneation of cinnamic acid

derivatives 67 hydrosilylation 80, 82 isomerization of neryl and geranyl

amines 335 azirines 131-132

back electron transfer 286 Bailey, G. C. 229 Baker, R. 147 Banks, R. L. 229 Barlow, M. O. 156-164 base catalyzed carbonyiation 9 benzene

by metathesis of 1,3-COD 90 reduction to cyc10hexane 78

benzobutanedione 122 Berger, J. 167 Bergman, R. O. 260 biologically active compounds 93 bis (phosphine)rhenium heptahydride 265 Bochmann, M. 169

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INDEX 351

Boelens, H. 171 Bogdanovic 163 bond

metal-ligand, in clusters 305 metal-metal, in clusters 303

bonding levels, antibonding orbitals 279 boranes (polyhedral), class of cluster 293 'boron hydrides 124 bromoindole 130 butadiene

codimerization with acrylates 167 codimerization with 3-butenoic acid 168 codimerization with telomers 169 codimerization with vinylsilane 169 hydrosilylation 82 telomerization with acetic acid 141 telomerization with alcohols and

phenol 144 telomerization with C-H acidic com­

pounds 146 telomerization with nitroalkane 148

butenes 185, 187 -I, from ethylene 183, 184 -2,3 dimethyl 188 in codimerization 166 dimerization of 181 from propylene 250

butenoic acid codimerization with butadiene 168 codimerization with isoprene 169

C-H activation 340 cadmium, dichloro 74 Calderon, N. 229 carbalkoxy carbenes 133-134 carbamates 33 (5R,6R)-carbapenem, synthesis 100 carbenes, stable, for metathesis 240 carbenoids 134 carbon dioxide chemistry 342, 344, 345 carbon monoxide, ligand of clusters 305 carbon

carbon bond fonnation 88 nitrogen double bond, hydrosily1ation 86

carbonyl compounds hydrozirconation to alcohols 88 unsaturated, reduction 84

carbonylation and hydrocyanation of C-H bonds 50 of alcohols 30 of alkenes 36 of alkynes 47

of amines 35 of aromatic C-H bond with Pd

catalysts 53 of dienes in presence of aliphatic

halides 45 of formaldehyde 13 of halogenures substrates 22 of methanol to acetic acid 339 of toluene 50 reactions 112, 132 see CO insertion 21

carboxylic acids synthesis from a1kenes 42 synthesis from R - H 51

carbynes as precursors for alkyne metathesis 242

carenone B synthesis 103 caronafacic acid, synthesis 108 carotene, synthesis 123 catalysts

heterogeneous, for olefin oligomeri­zation 188

supported, for olefin oligomeri­zation 188

catalytic cycle for the dehydrogenation of alkanes by L2ReH7 267

catalyzed reductions 65 cationic iridium complexes 65 cerium, Ce(II) in reduction reactions 72 Chauvin, Y. 156,239 Chiusoli, G. P., 168 chorismic acid 134 chrome, hexacarbonyl 82 chronoselectivity 194, 220, 223 chrysanthemic acid 134 cis-insertion 199 cis-I,4-polybutadiene 216, 217, 223 cis-1,4-polyisoprene 216 citronellol

asymmetric synthesis III from isoprene 150, lSI

citroviridin 135 C1aisen rearrangement 115 cluster

catalysis 317 class 293 definition 293 heterogeneous catalysis 326 reactivity 311 supported 322

cobalt catalysts 24, 30, 36

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352 INDEX

cobalt -contd. catalysts, for methanol carbonylation 7 dichloro 72, 74 dicobalt octacarbonyl 72 pentacyanocobaltate anion 67 tris-(triphenylphosphine)chlorocobalt 72

coenzyme PI, synthesis 104 complex

bis ethylene 187 reducing agents (CRA) 75

complexation cationic for oligomerization 179 non ionic for oligomerization 181 with complexes of Co, Mo, Rh, Pt 120,

121, 127 concerted coupling 184 conjugate addition 97, 127, 110 conjugated dienes

hydrosilylation 82 hydrozirconation 89 reduction to monoenes 67, 82

coordination vacancy 217 copolymerization, of epichlorohydrin 2,5,

with methyloxirane 226 copolymers from cycloolefins 232 copper (I) complex 285 copper catalysts 33, 36 copper

bis(diphenylphosphine)copper boro-hydride 74

catalysis 130-134 cuprous bromide 76 hydrides 76

coriolin, synthesis 113 Cossee's type centers 205 coupling

oxidative and reductive systems 290 reactions 100, 104

Crabtree, R. H. 263 Cramer, R. 185 crystal structures of agostic complexes 271 cuprous chloride as catalyst for dimethyl

carbonate synthesis 13 cyanide as a ligand 68 cyclic ethers synthesis 133 cyclizations 1 cycloadditions 131-134 cyclobutane 187 cyclodecadiene 1-5 metathesis 233 cycloheptatriene 133 1,3-cyclohexadiene metathesis 90

cyclohexene by metathesis of 1,3-COD 90 by reduction of benzene 78

cyclometallation of neopentyl groups on Pt(lI) 258 of the bis(neopentyl) thorium 269

cyclooctene cross metathesis with propylene 233

polymerization 241 cyc!opentadienyl metal hydrides 69 cyclopentanone 134 cyc!opentanones, synthesis 108 cyclopropanation of olefins 134 cyclopropanes 133 cyclopropenes 133 cymopol

monomethylether, synthesis 100 synthesis 97

cytochrome P450, 257 cis-civetone 148

CO2(CO)s 149 co-dimerization of different olefins 164 Coil catalyst for methanol homolo-

gation 10

degenerate metathesis 243 dehalogenation of organic halides 72 deprotection by oxidation 120 deuterium labelled olefins 188 diallyl ether, dimerization of 163 diazepam 133 diazoesters 134, 136 diazomalonates 136 dibromo acetone 121 dienes conjugated 67, 80

metathesis 231 reaction with aliphatic halides and car-

bon monoxide 45 dihaptocationic complex 122 dihydrocitral 152 dihydrojasmone by telomerization 142 diisobutylaluminium a1koxide 124 dimerization

aldehydes and ketones 249 of ethylene 183 of olefins, complexes for 156, 179

dimersol 189 2,3-dimethyl butadiene, telomerization

of 154 dimethyl

carbonate synthesis 13, 340 oxalate 13

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dimethylbenzylether 125 dioxylylium cation 122 diplodialide B by telomerization 143 disproportionation, olefins 239 (L)-Dopa 67 double bonds, keto conjugated,

reduction 73 double CO insertion 29 Dupont's hydrocyanation 335

Eastman Tennessee process 339 elastomers, synthesis, by metathesis 250 electron

affinity 280 transfer in the excited state 277 transfer, photoinduced 287 transfer reactions 277, 286

electronic factors 217 electrophilic attack on clusters 312 elimination

0/ and (J 187, 210 reductive 188

enantioselective hydrosilylation 87 Ephritikine, M. 265 esters

from carbonylation of R-X 24 reduction to alcohols 75 synthesis from alkenes 42 unsaturated, metathesis 252

ethanol, from methanol 10 2-ethenylaninine 130 ethers, by hydrosilylation of acetals 87 ethyl ester by homologation 31 ethylene

codimerization with I-butene 188 codimerization with styrene 164-166 from propylene 250 oligomerization to olefins 177

ethylene glycol from formaldehyde 13 ethylidene diacetate 3 excited state

deactivation of 278 redox properties of 279

Felkin, H. 265 Fischer complexes 134 Fleming, M. P. 249 fluxional processes in clusters 310 formaldehyde 1 formamide from methyl formate 2 formamides synthesis 35

INDEX 353

formation of hydrido alkyl complexes 260 formic acid from methyl formate 10 formylation of aliphatic compounds 51 Forster, D. 5 Frolich, P. K. 229 Furan 121, 133

Gauthier-Lafaye 100 glycolaldehyde 13 glycosides 135 Graham, W. A. G. 260 Green, M. L. H. 260 Grigg, R. 150 ground state 278, 279, 280, 283 Grubbs, R. H. 184, 238

H2, photochemical reduction of 289 H20

as electron donor 290 photochemical oxidizing and reducing

of 289 Hagihara 144 Halpern, J. 259 Hata, G. 151 HD exchange, reaction catalyzed by Pt(lI)

complexes 263 Heck, R. F. 8 Heterogeneous catalysis, and clusters 326 hexadine, -1,5 synthesis of, by

metathesis 252 hexenes 2, 183

from propylene dimerization 181 Hidai, M. 150, 151, 156 high pressure, homogeneous reduction of

CO 339 hirsutene 113 hirsutic acid 113 Hjortkjaer, J. 5 Hoffmann, W. 171 homoallylic addition 99 homoestrenone, synthesis of III homogeneous catalysis process

dimersol process 335 Halcon process 335 Shell process 335 Wacker process 335

homologation of acids 339 of methanol 10 of methoxy derivatives 12

homopolymerization, of epichloro­hydrin 226

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354 INDEX

Hubert, A. J. 65 Huls Co. 250 humulene synthesis I, 123 hydride shift I, 2, 247 hydrides

alkenyl 188 elimination 180 for reduction reactions 65, 124

hydroalumination of acetylenes 125 hydroboration

of alkynes and alkenes 73 reactions 124, 127 selective, of ketones 75

hydrocarbonylation of benzylic alcohols 31 of 1,I-dimethoxy methane 13 of methyl acetate 3 of nitro aromatics 35

hydrocobalt carbonyl 7 hydroformylation 190 hydrogen activation

by oxidative addition 66 by homolysis 67

hydrogen iodide 11 hydrogen transfer reactions catalyzed by

transition metal complexes 259 hydrogenation 65 hydrogenolysis of a metal-alkyl bond 66,

69,71 hydroquinone derivatives, synthesis from

hydrocarbonylation of 48 hydrosilylation 80 (R· ,S*)-5-hydroxy-2methylhexanoic, acid

lactone 109 hydrozirconation 87, 124, 127

impacts by engineering requirements 342 indole synthesis 130 industrial applications of homogeneous

catalysis 334 industrial processes

alphabutol 190 dimersol 189 Shell higher olefin process (SHOP) 189,

335 insertion

alkene into RX 27 elimination 186 mechanism 184 of carbenes 132, 135 of carbon monoxide 21

olefin 71 interactions of CH bonds with metal

centres 270 interstitial complex 294 ionization potential 280 iridium, pentamethylcyclopentadienyl com-

plexes 69, 78 Ci irone 155 iron pentacarbonyl 122 iron-amine catalysts, for methanol homolo­

gation 12 irradiation of CpL3Re with linear

alkanes 262 isobutene dimerization and oligomeri­

zation 187 isocyanates 33, 133 isomerization

of olefins with H20s3(CO)1O 323 polymerization 215

isomerization-disproportionation in SHOP process 189

isoprene codimerization with methacrylic

ester 168 codimerization with 3-butenoic acid 168 dimerization 170 telomerization with alcohol 150 telomerization with amine 151 telomerization with water 152

isoprene dimers, functionalization 171 isoquinoline 130

Japanese mushroom by telomerization 144 jasmone, synthesis of 113 jasmonic, acid synthesis of 113 Jenner, G. 11

Keirn, W. 183 ketones from carbonylation of RX 27

hydrosilylation to alkanes 83 reaction with organolanthanides and ac­

tinides hydrides 71 reduction to alcohols 75 saturated, by hydrosilylation of conju­

gated ones 85 selective hydroboration in the presence

of alcohols 73 synthesis from R-H 56 synthesis from alkenes 45 synthesis from an oxidative carbonyla­

tion of a C-H bond 56

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INDEX 355

unsaturated selective hydrogenation 76 unsaturated metathesis 235

Khand reaction 113 kinetic aspect of photochemistry 278, 283 kinetics and thermodynamics of inter and

intramolecular CH bond 270 of polymerization 198,202,213,220,

221 Kohli, C. F. 163

labeled, experiments for metathesis mechanism 237, 243

{j-Iactams 132 lactones by telomers 143 lanthanides

for olefin hydrogenation 70 hydrides in reduction reactions 71 hydroborating systems 75

Lefebvre, G. 156 level, Eg and T2g 283, 284 Lewis

acid 72 role in metathesis 247

bases 206, 214 ligand field 283 ligand, migration over, and in clusters 308,

311 Iigand-to-metal charge transfer excited state

(LMCT) 281-284 Iinalool lSI, 152, 171 lipoic acid bytelomerization 143 lithium

aluminium hydride 65, 72, 88 alkyls 71 class of cluster 293 hydride 75

macrocycles from metathesis 242 macrocyclic ketones synthesis 123 macrolides, antibiotics precursors I, 121,

133 maleoylmetalcomplex 122 malonate anion 121 Marks, T. J. 269 Matsutake alchol synthesis 124, 114 McKinney, R. J. 158 McMurry, J. E. 249 McQuillin, F. J. 171 mechanism

for alkene oxidative carbonylation with Pd catalysts 45

mechanism for carbonylation of al-dehydes 58

cossee 198, 202, 204 for toluene carbonylation 51 metathesis 236 polymerisation 198

initiation 198 propagation 199

metal activation of CO 1 alkyl bond 88 hydrogenolysis 66, 70

metal-to-ligand charge transfer excited state (LMCT) 281-284

metallacarbenes in metathesis reaction 240

metallacyclic mechanism 187 metallacyclobutadienes as intermediates for

alkyne metathesis 239 metallacyclobutane as intermediates for

olefin metathesis 239 metallacyclopentane 187

in metathesis mechanism 238 metallation 117 metallo porphyrins 291 metallocarbenes 186 metathesis catalysts

and related process 335 norbornene, cyclooctene and dicyclopen­

tadiene 335 SHOP and triolefin process (hetero­

geneous) 335 metathesis

2-pentene 240 alkynes 233 cross 241 equilibrium 243 heterogeneous catalysts 235 homogeneous catalysts 236 industrial applications 249 mechanism 236 rate 243

methane activation 262 methanol

carbonylation of 32 cobalt catalyzed BASF process 3 rho,dium based Monsanto process 3

homologation 10 to gasoline (MTG) process from

methanol 1

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356 INDEX

methyl amines chloride carbonylation 29 dihydrojasmonate by telemerization 143,

148 esters 1

homologation 31 formate from methanol 1,9, 340 formate , isomerization 10 halides I iodide as promoter in methanol carbony­

lation 2 lutecium complex 269

2-methyl-2-butene, dimerization and oligomerization 187

6-methyl-3,8-nonadien-2-ol 153, 154 methyloleate cometathesis with

ethylene 216 2-methyl-l-pentene from propylene 177 4-methyl-l-pentene from propylene 177 Michael reactions 94 Miller, O. A. 247 Misono, A. 156 molecular metal oxides (and sulfide), class

of cluster 294 molecular weight distribution 193 monoelectronic reaction 289 monoenes by reduction of conjugated

dienes 68 Monsanto process 3, 67, 335, 339 Morikawa, H. 170 muconic acid 118 Muetterties, E. L. 248 muscone

by telomerization 142, 150 synthesis of 112

muscopyridine 97 myrcene 171

naked cluster, class of cluster 293 nanomycin A synthesis 122 naphtoquinones 122 nickel

catalysts for olefin oligomerization 180, 190

catalysts for methanol carbonylation 8 complexes 104 nicra 75 catalysts 32 cationic complexes in dimerization 161,

162

dichloro 1,1' -bis(diphenylphosphino) fer­rocene nickel (11) 83

nitrites hydrozirconation to aldehydes 89 reduction by hydrides 71 ex, /3-unsaturated reduction 76

nitro group reduction 69, 74 nitroalkane, telomerization with

butadiene 147 nitrobenzene 132 nitrosylmolybdenum, complex 123 Noels, A. F. 65 norbornene metathesis 250 norsorex 250 nucleophilic

addition on clusters 312 attack of methoxide 9 attack on the ligands of clusters 312 attack of a metal hydride 67 substitutions 107

Nugent 158

02' photochemical reduction of 290 ocimene 171 Oehme, O. 158 olefin

acyclic mono, metathesis of 230 catalysts for oligomerization 179 cyclic, metathesis 231 enantioselectivity 178 functional, metathesis 235 hydrogenolysis 70 hydrositylation 80 insertion 70 keto and ester, conjugated, selective

reduction 77 linear, from ethylene 183 /3, metathesis 230 metathesis of 230 metathesis reaction 215 mono and poly, synthesis, via

metathesis 230 nickel cationic complexes for oligomeri-

zation 180, 181 poly-, metathesis 230 oligomerization 177 reduction or hydrogenation 65 synthesis 183

oligomeric reduction 65 oligomerization 111 opportunities for homogeneous

catalysis 334

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INDEX 357

organic halides dehalogenation 71 organic preparation 90

organocopper, reagents preparation 96 organozirconium compounds 90 orthoiminoaryl, palladium 131 oxalate

ester synthesis 340 oxidative carbonylation of alcohols 32,

33 oxazolone compounds

synthesis from amido-alcohol with cobalt 59

synthesis from acyl chloride 59 oxidants 279, 283, 286 oxidation 118 okidative

addition 20 addition of alkane CH bonds to or­

ganometallics 258 addition of CH bond into the Th(IV)

and Lu(JII) 269 addition on clusters 313 carbonylation 13 carbonylation of alkenes 45 state of titanium 213, 214

oximes, hydrosilylation to amines 87 oxiranes 224 I'-oxo-polynuclear structure 225

palladium catalysts 23, 25, 27, 30, 32, 36 1r-allylchloropalladium 82 (II) carboxylates 134 catalysts in telomerisation 141 cationic complexes in dimerization 61 optically phosphine complex 151, 152

palladium/copper halide 14 Parshall, G. W. 270 pellitornine by telomerization 146 penicillines 132 pentachlorothiophenoxide 6 pentene, -2, metathesis 248 phalloindin 130 phase transfer

catalysis in reduction of aromatic rings 79

carbonylation of R-X 24 phenol, telomerization with butadiene 145 phenyl pyruvic 29

pheromone 12-acetoxy-I,3-dodecadine 145 6£, liZ, hexadecadien-I-yl acetate 147 dimethylpentadecan-2-01 147 endo brevicomin 150 queen substance 147

phosphine oxides, reduction to phos­phines 72

phosphine effect on regioselectivity in dimerization of olefins 181

phosphines, by reduction of phosphines oxides 72

photo-redox chemistry 277, 281 photocatalysts, redox 277, 281 photochemical dehydrogenation of cy-

c100ctane 265 photoisomerization 288 phtazohyliton, intermediates 122 piperylene, telomerization of 152 platinum

N-ethylpiperidine catalysts 9 N-methyl formate synthesis

catalyst for olefin oligomerization 187 hexachloroplatinic acid 69, 80

polar substituents 223 polychloroaromatics 100 polyethylene 197 polymerization

of mono and diolefin 195,216, 335 polar vinyl monomer 223 ring opening 241

polypentene, cis or trans, by metathesis 244

polypropylene 197,214 Pracejus, H. 158 propene

in codimerization 165 dimerization 177, 189 metathesis 250 trimerization 182

prostaglandins 93,97,107,110,115,118, 121, 124

protection of conjugated diene 107 prototropic isomerizations 114 pterocarpine synthesis 116 pyrethroid peptide

pheromones 107, 122 pyrethrolone by telomerization 145 pyridines, synthesis pyrimidines, synthesis 133 pyrones, maleimides 133

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358 INDEX

pyrrole synthesis 130, 131

Queen substance 108, 147 quenching reaction

bimolecular 278, 279 processes of 286 products of 283 reductive and oxidative 286, 288, 289

quinones synthesis 131, 132

radical abstraction of hydrogen atoms, chlori­

nation 257 abstraction of hydrogen atoms, autooxy·

dation 257 reactions

of alkanes with carbenes 257 of alkanes with superacide 257

rearrangement intramolecular 186 prototropic 114

recifeiolide 149 redox potential 280 reductant 285, 286 reductions

chemoselectives of unsaturated ni-triles 76

chemoselectives of conjugated olefins 76 chemoselectives of aromatic rings 78 of organic molecules by hydrides 71 of organic molecules by hydrosily-

lation 80 reductive coupling by Ti and Zr

species 123 regioselectivity 194, 204,214,217,221,223 Reppe hydroformylation 22 Reppe, W., synthesis 35 rhodium

catalysts 29, 32, 34, 132 catalysts, for methanol carbonylation 5 (II) carboxylates 134, 135 catalyst for oligomerization reaction 187 cationic diene complex 67 dicarbonyl chlororhodium dimer 76 1,5-hexadienechlororhodium dimer 79 pentamethylcyclopentadienyl

complexes 69, 79, 81 trichloride 78 Wilkinson's catalyst 66, 67, 76

ring closure 81 ring contraction 188

Rodriguez Van Looy model 205 Romano, U. 13 Rosenmund reaction 23 Rothwell, 1. P. 269 Royal jelly acids 112, 147, 149 «ule, 18 electrons, in clusters 304 ruthenium

catalysts 35 catalysts for methylacetate homolo-

gation 12 and iridium polyhydrides 266 hexamethylbenzene complex 78 tris(triphenylphosphine)dichloro-

ruthenium 69 Ru(bipy)i + 282-285 RuOx (heterogeneous catalysts) 289 safety, and environmental control 344 sarcomycin 113 Schiff bases, hydrosilylation to amines 87 Schneider, V. 229 Schrock, R. R. 184, 185 Schulz Flory distribution in ethylene

oligomerization 182 Shilov, A. R. 263 SHOP process 189 silanes in hydrosilylation reactions 81 silica and supported clusters 326 silicium, trimethylsilyltriflate 87 silylenolate, preparation 127 sylyl-enol ethers by hydrosilylation 84

synthesis from alkenes and carbon monoxide 38

sodium borohydride 71 dihydridoaluminate 88 hydride 71 methoside 9

solid surfaces 215 Speier catalyst 80 statistics of placements 221 stereoselectivites in metathesis 242 stereoselectivity 194, 197, 203, 223, 228 stereospecific synthesis of

prostaglandin 125 Stern-Volmer equation 279 steroids

hydrogenation 67 intermediates 144

styrene codimerization 164, 166 dimerization of 163

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INDEX 359

hydrosilylation 82 substitution, nucleophilic 20 sulfur ylids 135, 136 supported molecular clusters 322 synthesis

gas chemistry 338 of aldehydes 23 of amides 24 of carboxylic acids 24, 27 of esters 24 of ketoacids 29 of ketones 25, 27 of olefins from alkanes 257

Tanaka, H. 151 tantalacyclobutane, rearrangement 187,

188 tantalacyclopentane 187 tantalum

complexes for metathesis 240, 247 alkylydene complexes for ethylene

oligomerization 183, 187 hydride 188

technological drives 343 telomerization reactions Ill, 141 terpene 171 terpenol 152, 153 tetraalkylidene complex in metathesis

mechanism 237 tetFaelectronic process 289 tetramethylsilane, CH bond activation 259 thermodynamics, factors of oxidative addi-

tion of RH 259 thioesters, synthesis from alkenes 42 thiophenium ylids 134, 136 thuyaplicin, synthesis 121 tin

alkyl, as cocatalysts for olefin metathesis 236

dichloride 69 tributyltin hydrides 74

titanacyclopentane 188 titane

biscyclopentadienyl dichlorotitane 73 trichloride 72, 73

titanium aluminium methylene complexes 134, 135

carbene 135 catalysts for ethylene dimerization 183 catalysts for ethylene oligomeri-

zation 182

cyclopentadienyl complex 198 trichloride 195

Tkatchenko, I. 144, 160 Tolstikov, G. A. 167 p-tolqaldehyde, synthesis from carbonyla-

tion of toluene 50 toluene, carbonylation 50 trans styrenes, synthesis 124, 125 transalkylation 236 transalkylidenation 236 transitions

charge transfer (CT) 281 electronic 281, 284 metal-centered 281, 284

transmetallation 90, 116 trialkylbutyltin hydride 126 1,2,3-triazolidines 133 triolefin, process 250 tropones 121 tryptophane 130 Tsuji, J. 143 tungsten

carbonyls, for metathesis 236 hexachloride, catalyst for metathesis 236

Ullmann coupling 100 unsaturated acids, synthesis from alkyne

carbonylation 48 ureas 33

vanadium chloride 75 Vestenamer 8012, 250 vinyl

acetal dimerization of 163 acetate, from ethylidene diacetate 5 boranes preparation 124 cuprates preparation 97 halides 24, 30, 133 silanes, codimerization 170 silanes, dimerization of 163

vinylzirconium 110 Vitamin E K 152, 153 Vitamin E, synthesis 135 Vitamin K 104

Wacker Hoechst 143, 150 Wacker process 11, 102, 118 water gas shift

catalyzed by RU3(CO)12 324 mechanism with Rh6(CO)16 on

alumina 326

Page 12: INDEX [link.springer.com]978-94-009-3897-7/1.pdf · 354 INDEX Hubert, A. J. 65 Huls Co. 250 humulene synthesis I, 123 hydride shift I, 2, 247 hydrides alkenyl 188 elimination 180

360

water, telomerization of isoprene 163, 170 Watson, P. L. 269 Wender, I. 10 Wilkinson complex 67, 76, 120, 127 Withesides, G. M. 258 Woodward Hoffman rules for metathesis

mechanism 237

Zakharkin, L. I. 147 Ziegler

catalysts 81 type catalysts 163, 170

INDEX

Ziegler N atta catalysts catalysis 336 heterogeneous systems 135 polymerization catalysts 125 soluble complexes 197

zirconium biscyc!opentadienyl complexes 88 catalysts for ethylene oligomeri-

zation 183 catalyzed reaction 127 palladium exchange reactions 127 tetrachloro 90