1

Parantap Sarkar, PhD

DOB: 21st July 1985, Indian

* Division of Applied Chemistry, Faculty of Engineering, Hokkaido University,

Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, Japan

+81-070-4816-6658 (JP) / +91-8001596340 (IN)

8 parantaps@icredd.hokudai.ac.jp / parantaporgchem@gmail.com

https://www.linkedin.com/in/parantap-sarkar-phd-26252950/

Author ID: 55019164200 0000-0003-4071-1176

PROFILE

Research:

§ 10+ years in Synthetic and Structural organic chemistry.

§ Expertise in organic synthesis (mg to kg scale) and functionalization of small aliphatic and aromatic molecules, polyaromatic

hydrocarbons and heterocycles, carbon nanostructures, esters and imides, carbon-rich macrocycles.

§ Supramolecular synthesis with aliphatic carbonyls and silyl ethers, imines, isopyrazoles, aza-arenes, thia-arenes, arylborates,

arylacetylenes, aryl triflets and aryl halides through coupling reactions and their structural investigation.

§ Synthesis of carbon-rich nanographene and hetero-nanographene (contain S and N) molecules for organic electronics and photovoltaics.

§ Expert in computational modelling through DFT and AFIR for designing molecules with predicted properties and reaction pathway.

PROFESSIONAL EXPERIENCE & RESEARCH

April 2019 – Present: Postdoctoral Researcher at WPI-Institute for Chemical Reaction Design and Discovery

(ICReDD), Hokkaido University, Sapporo, Japan.

Area of Research • Modular synthesis of aliphatic carbonyl based flexible molecular ropes with precise chain lengths via

silylation and oxidation of 1,3-diketones. • Functionalization of flexible oligoketones by chemical

transformations or by structural confinement through metal ion chelation or encapsulation. • Structural

investigation through X-ray crystallography, Molecular dynamics simulation, AFIR (Artificial Force

Induced Reaction) technique and DFT calculation.

Supervisor Prof. Yashuhide Inokuma

Jun 2017 – March 2019: Assistant Professor at Manipal Center for Natural Sciences (MCNS), Manipal University, India.

Area of Research • Synthesis of structurally defined and atomically precise novel carbon nanostructures. • Structural

investigation of nanocarbons via computational chemistry.

Teaching Preparation of PhD coursework in chemistry and certificate course on "Building blocks in Chemistry"

Apr 2014 – Jan 2017: Research Associate at WPI-Advanced Institute for Materials Research (AIMR), Tohoku

University, Sendai, Japan.

Area of Research • "Bottom-up" chemical synthesis of Carbon nanohoops, as segments of various carbon nanotubes,

through functionalization and coupling of small aromatic molecules followed by transmetalation and

reductive elimination. • Investigation of rotational dynamics in aromatic nanohoops through NMR and

computational studies. • Stereochemistry of bent aromatics. • Fullerene and nanohoop based host-guest

assembly and related thermodynamics.

Supervisor Prof. Hiroyuki Isobe

Mar 2013 - Feb 2014: Postdoctoral researcher at Chemistry and Nano Science department at Ewha Womans

University, Seoul, South Korea

Area of Research • Synthesis of novel N-heterocyclic carbenes followed by adduct with C60 and C70 fullerenes. • Synthesis

of stable N-heterocyclic bis-carbene.

Supervisor Prof. Jean Bouffard

2

Oct 2012 - Jan 2013: Research Associate at IISER-Kolkata, Kolkata, India

Area of Research • Synthesis of Chalcogenophene based conjugated polymers through electrochemical polymerization.

Supervisor Prof. Sanjio S. Zade

EDUCATIONAL QUALIFICATION

Sept 2009 - Jul 2012: Doctoral Student at Centre de Recherche Paul Pascal (CRPP-CNRS UMR5031) Université de

Bordeaux, France

Title of Thesis The Ceramidonine and Perkin Approaches to Aromatic Nanoribbons

Area of Research • Synthesis of Nitrogen containing soluble and electronically "acceptor" type azaarene nanoribbons

through Ceramidonine approach.

• Synthesis of Sulfur containing electronically "donor" type thiaarene nanoribbons and partially

rigidified conjugated polymers through modified Perkin Approach.

• Synthesis of homoaromatic GNRs with tailored solubility and tunable electronic properties through

modified Perkin approaches. Study of Liquid Crystal properties and molecular self-assembly.

Supervisor Dr. Harald Bock

Co-supervisors Dr. Fabien Durola, Dr. Rodolphe Clérac

Aug 2007 - Jul 2009: Masters in Science (Chemistry) at Jadavpur University, India

Title of Thesis Diastereoisomerically pure Pyrazole-3,5-dicarboxylate bridged dimetallic Ru(II) and Os(II)

complexes of 2,2'-bipyridine: Electrochemical and Spectral studies.

Supervisor Prof. Sujoy Baitalik

Aug 2004 - Jul 2007: Bachelors in Science (Chemistry Hons.) at Jadavpur University, India

PUBLICATIONS

1. P. Sarkar, I.-R. Jeon, F. Durola, and H. Bock*, “Tetraazaarenes by the Ceramidonine Approach” New J. Chem., 2012, 36, 570-574

(IF: 3.3 & citation: 6, selected as Cover Article).

2. P. Sarkar, P. Dechambenoit, F. Durola, and H. Bock*, “Carboxy-functionalized polycyclic arenes by oxidative cyclizations of 2,3-

diarylacrylates”, Asian J. Org. Chem., 2012, 1 (4), 366-376. (IF: 3.3 & citation: 11)

3. P. Sarkar, F. Durola, and H. Bock*, “Dipyreno- and diperyleno anthracenes from glyoxylic Perkin reaction”, Chem. Commun. 2013,

49 (68), 7552-7554. (IF: 6.8 & citation: 12)

N

N

N

N

O

O

Bu

Bu

N

OBu

NN

N

O

Bu

N

N

N

N

Bu

Bu

O

O

OH O

O

OTf

Bu

1) BuNH2 CoCl2

2) Tf2O

N

Br

N

Bu

1) HNO3 / H2SO4

2) Pd(dppf)Cl2 Bu4Sn, DMF N

N

NH2

NH2

N

N1) nitration

2) reduction

O

O

OH

OH

O

O

OTf

OTf

Tf2O

NH2

1) Pd(dba)2, dppf tBuONa, LiCl

2) 70% H2SO4

130 °C, 8 min

2-steps 2-steps

2-steps

2-steps

1) Pd(dba)2, dppf tBuONa, LiCl

2) 70% H2SO4

170 °C, 30 min

2-steps

S

S

CO2Bu

BuO2C

S

S

CO2Bu

BuO2C

S

S CO2Bu

BuO2CS

S

CO2MeMeO2C

S

CO2Me

S

CO2Me

S

CO2Me

S

OH

O

OAc2O

NEt3

O

HO

O

RO

O

RO

DDQ

MeSO3HROH

H+

CO2Bu

CO2Bu

S

MeO2C

10 entries

3

4. H. Bock*, D. Subervie, P. Mathey, A. Pradhan, P. Sarkar, P. Dechambenoit, E. Hillard, F. Durola, “Helicenes from diarylmaleimides”,

Org. Lett. 2014, 16 (6), 1546-1549. (IF: 6.7 & citation: 29)

5. E. Girotto, M. Ferreira, P. Sarkar, A. Bentaleb, E. A. Hillard, H. Gallardo, F. Durola, H. Bock*, “Plank-Shaped Column-Forming

Mesogens with Substituents on One Side Only”, Chem. Eur. J. 2015, 21 (20), 7603-7610. (IF: 5.9, citation: 10)

6. Z. Sun, P. Sarkar, T. Suenaga, S. Sato, H. Isobe*, "Belt-shaped cyclonaphthylenes", Angew. Chem. Int. Ed. 2015, 54 (43), 12800-

12804. (IF: 12.0, citation: 25)

7. P. Sarkar, S. Sato, S. Kamata, T. Matsuno, H. Isobe*, "Synthesis and dynamic structures of a hybrid nanohoop molecule composed of

anthanthrenylene and phenylene panels", Chem. Lett. 2015, 44 (11), 1581-1583 (IF: 1.6, citation: 11).

N

N

R R

RR

O O

O O

tetraester: 'Donor' type

diimide: 'Acceptor' type

HO

O

O

COOH

HOOC

OH

O

O

COOH

HOOC

Br

Br

1) ClCOCO2Et ZrCl4

2) NaHCO3

1) ClCOCO2Et ZrCl4

2) NaHCO3

NBS

H2SO4

1) Ac2O / NEt32) ROH, H+

3) Pd(OAc)2, PCy3 K2CO3, DMA

CO2RRO2C

RO2C CO2R

CO2RRO2C

RO2C CO2R

7-steps syntheses towards functional GNRs

N

N

R R

O O

RR

O O

R2NH

Imidazole

R2NH

Imidazole

1) Ac2O / NEt32) ROH, H+

3) Pd(OAc)2, PCy3 K2CO3, DMA

3-steps

2-steps

2-steps

I2, O2

PhMe, reflux

OCl

O OR

ZrCl4, DCM

OR

O

O

NaI, H3PO2

H2O-AcOH,

MeSO3H

OR

O

1) Ac2O / NEt3 2) Et2CHNH2

2-steps

N

O

O

Et

Et

N

O

O

Et

Et

2 entries

crystal structures

[5]helicne[7]helicne

Br

Br

HO2C

O

CO2H

O

CO2H

O

CO2H

O

Br

CO2H

1) ClCOCO2Et AlCl3

2) NaHCO3

nBuLi-THF

EtO2CCO2Et

–94 °C

1) Ac2O / NEt3

2) Pd(OAc)2, PCy3, K2CO3, DMA

1) Ac2O / NEt3

2) Pd(OAc)2, PCy3, K2CO3, DMA2-steps

2-steps

2-steps

RO2C CO2R

RO2C CO2R

N

R R

O O

N

RR

OO

R2NH

Imidazole

R2NH

Imidazole

2

2

2

2

formation of liquid crystaltetraester: 'Donor' type diimide: 'Acceptor' type

Br

Br

Br

Br

B

B

u-[8]CNAP

8

15%

i) t-BuLi, THF ii) CuCN iii) Duroquinone

pinB-Bpin PdCl2(dppf)•CH2Cl2

KOAc, dioxane

Pt(cod)Cl2

CsF, THF100 °C

Pt(cod)

4

PPh3 o-DCB

180 °C

O

O

O

O

!b-[8]CaNAP

u-[8]CaNAPBr

Br

P

Br

Ph

Ph

Ph

BrCHO

CHO

B

B

OO

O O

PPh3

Xylene

O

O

tBuOK

THF

1)

2) nBuLi, DMF

2-steps

Cu(OTf)2

pinB-Bpin Ir(cod)OMe2dtbpy

cyclohexane1) Pt(cod)Cl2 / CsF

2)PPh3 / o-DCB

2-steps

4

8. Z. Sun, T. Suenaga, P. Sarkar, S. Sato, M. Kotani, H. Isobe*, "Stereoisomerism, crystal structures and dynamics of belt-shaped

cyclonaphthylenes ", Proc. Natl. Acad. Sci. U. S. A. 2016, 113 (29), 8109-8114. (IF: 9.7, citation: 21)

9. P. Sarkar, Z. Sun, T. Tokuhira, S. Sato, M. Kotani, H. Isobe*, "Stereoisomerism in nanohoops with heterogeneous biaryl linkages of

E/Z- and R/S- geometries", ACS Cent. Sci. 2016, 2(10), 740-747. (IF: 11.2, citation: 14)

10. T. Matsuno, S. Kamata, S. Sato, A. Yokoyama, P. Sarkar, H. Isobe*, "Assembly, thermodynamics and structures of a two-wheeled

composite of a dumbbell-shaped molecule and cylindrical molecules with different edges", Angew. Chem. Int. Ed. 2017, 56 (47),

15020-15024 (IF: 12.0, citation: 8).

11. P. Sarkar*, B. K. Das, D. Chakraborty, K. Muthamma, "Carbohelicenes and thiahelicene from phthalaldehydes through Perkin

approach", J. Mol. Struct. 2019, 1195, 309-314 (IF: 2.0).

O

O

Br

Br

Pigment Red 168

n-hexBr,Na2S2O4

Aliquat 336 NaOH

Ohex

Ohex

Br

Br

Ohex

Ohex

B

B

O

O

O

O

pinB-Bpin PdCl2(dppf)•CH2Cl2

KOAc, dioxane

Ohex

Ohex

BBO

OO

O

1) Pd(PPh3)4

K2CO3, DMF/H2O

BrBr

2) pinB-Bpin

PdCl2(dppf)•CH2Cl2, KOAc

2-steps

Pt(cod)4

Ohex

Ohex

PPh3 o-DCB

180 °C

R

R

R

R

R

RR

R R= Ohex

Pt(cod)Cl2

CsF, THF100 °C

Br

BrBr

Br

n

n= 1,2,3

pinB

Bpin

n

n= 1,2,3

BO

OBpin =

n

n= 6,7,8,9,10,11

i) t-BuLi

ii) CuCN

pinB-Bpin

PdCl2(dppf)•CH2Cl2 KOAc, dioxane

1) PtCl2(cod), CsF THF, 70 °C

2) PPh3, o-DCB 180 °C

2-steps

HO2C

Me

BrHO2C

Me

Br

I2- hν

cyclohexane I

Me

Br

hν

Cl2CHCHCl2reflux, 15 h

NN

O

O

I I

Me

Br

Me

Br

PtCl2(cod), CsFTHF70 °C, 24 h

PPh3, o-DCB180 °C, 48 h

1)

2)

pinB-BpinPdCl2(dppf)•CH2Cl2KOAc

dioxane

Me

Bpin

Me

pinB

n-BuLi, CuBr2

PhNO2, THF

8

Me

ESESESESERERERER

MP

HO2C

Me

BrOHC

Ac2O, Et3N

THF

300 350 400 450 500 550

CD

/ m

de

g

–80

–40

80

40

0

wavelength (nm)

ERERERER

ESESESESBO

OBpin = 2-steps

[8]CPhen3,9

C120

C60

FeCl3 (5.0 eq)

1,1,2,2,-tetrachloroethane,150 °C, 3h

R

R

R

R

R

R

R

o-DCB or CH2Cl2

25 °C

O

CO2H

O

1) Ac2O, Et3N, THF2) BuBr, DBU, BuOH

3) I2- hν, Ο2, EtOAc

O

O

S

CO2H

+or or

3-steps

CO2Bu

CO2Bu

CO2Bu

CO2Bu

BuO2C

CO2Bu

BuO2C

BuO2C

S

S

BuO2C

CO2Bu

S

S

CO2Bu

CO2Bu

3-step syntheses towards strained and helical polycyclic aromatic hydrocarbons

5

12. T. Yoneda, C. Kasai, Y. Manabe, M. Tsurui, Y. Kitagawa, Y. Hasegawa, P. Sarkar, Y. Inokuma*, “Luminescent coordination polymers

constructed from flexible tetradentate diisopyrazole ligand and copper(I) halides”, Chem. Asian J. accepted (DOI:

10.1002/asia.201901682)

13. P. Sarkar, Y. Inaba, T. Yoneda, Y. Inokuma*, “Modular syntheses of aliphatic polyketones via site-selective monosilylation of 3,3-

disubstituted pentane-2,4-diones” manuscript under preparation. (manuscript in preparation)

EQUIPMENT EXPERTISE

Analytical Technique: NMR Spectroscopy (JEOL ECS400 & 600, Bruker DPX 300 MHz), Single crystal XRD (Rigaku XtaLab Synergy),

VT-NMR, UV-vis-NIR, CD-spectrometer, DART & ESI-Mass spectroscopy, MALDI-TOF (Bruker microflex), Cyclic Voltammetry,

ATR/FT-IR, Multiple preparative HPLC, LC-MS, MPLC, Gel Permeation Chromatography, GC, Column Chromatography, Differential

Scanning Calorimetry, Thermogravimetric Analysis, Microscope, Kugelrohr vacuum distillation, Spin Coater, Dry solvent system / Solvent

refinery, Karl-Fischer titrator, High-speed cooling centrifuge.

Reaction Technique: Air-free technique (Glovebox, Schlenk line), High-pressure reaction in Autoclave, Immersion well Photo-reactor,

Microwave reactor, Cryogenic reactor, Electrochemical Polymerization.

Computation and Softwares:

Calculations: DFT, TD-DFT, AFIR (Artificial Force Induced Reaction), Molecular dynamics simulation, Macromodel, Jmol, Avogadro,

Winmostar, GaussView 6 | Chemdraw, ISIC draw, ACD lab 3D, Kaleidagraph | Sci-finder, Reaxys | Origin 8.5, Delta NMR, Topspin,

Mestrec, iNMR, OLEX2, Shelxle, CrysAlis-pro| Mercury, Conquest, Chimera | MS office | C, FORTRAN.

Facilities Established: Complete chemistry laboratory setup at Manipal Centre for Natural Sciences via purchasing and installing various

equipment like rotary evaporator, UV-cabinet, ultrasonic bath, photo-reactor, reaction fume hoods, Nitrogen line with schlenk facilities,

high-speed cooling centrifuge, muffle furnace, oven, UV-spectrophotometer, refrigerator, vacuum pumps, Preparative TLC and column

chromatographic setup. In-charge of building software/ computational facilities for chemical drawing and computation at Manipal Centre

for Natural Sciences.

Supervised in setting up of glovebox at Ewha Womans University and built solvent distillation facility (laboratory

of Prof. Jean Bouffard).

ORAL COMMUNICATION

1. "Towards Heteroaromatic Nanoribbons" at SECO-49, Annecy, France, May, 2012.

2. "Synthesis and dynamic structures of a hybrid nanohoop molecule composed of anthanthrenylene and phenylene panels" at CSJ

Annual meeting 2016, Kyoto, Japan, March 2016.

3. "Nanocarbons With Unique π-surfaces: : 'Bottom-up' Fabrication of Graphene Nanoribbons and Carbon Nanotubes" at Jadavpur

University, Kolkata, India, February 2018 (Invited Talk)

4. "Bottom-up" Synthesis & Structural Chemistry Of Nanocarbons With Unique π-surfaces" at Manipal Research Colloquium, Manipal

Academy of Higher Education, Manipal, India, April 2018.

NN

N N

1

CuX

DMSO

NN

N N

NN

N N

Coordination Chain [(CuX)2(1)]n

Cu CuX X

Cu CuX X

2 (X = Cl)

3 (X = Br)

N N

NN

I

Cu

I

Cu

Cu

I

N

N

N

N

1CuI

DMSO

• 2(DMSO)

coordination network [(Cu4I4)(1)2•(DMSO)2]n (4)

NN

N N

I

Cu

N

N

N

N

3 crystal structures

O O

O OR1 R1

R2R2

Me3Si

O O

O O

O O

O OR2 R2

R1 R1

R1 R1

R2 R2

O O

R R

SiMe3O O

O OR2 R2

R1 R1

R= R1, R= R2

Me3SiCl

NaI, ET3N, MeCN

Ag2O, Me2SO2

DMSO, 100 °C

Ag2O, Me2SO2

DMSO, 100 °C

O O

R R

O O Me3SiCl

DBU, MeCN

R-X

Base

heterodimer

heterotetramer

R1 =

R2 =

–Me, –CH2CNNa+

Na+ Na+ Na+

structural confinement of flexible oligoketones through Na+ ion binding

6

5. “Modular synthesis of aliphatic polyketones via site-selective monosilylation of 3,3-disubstituted pentane-2,4-diones”. at CSJ Annual

meeting 2020, Tokyo, Japan, March 2020

POSTER PRESENTATION

1. Ceramidonine approach to hetero-nanoribbon, ISNA-14, Eugene, OR, USA, July, 2011.

2. Carboxy-functionalized polycyclic arenes by oxidative cyclisations of 2,3-diarylacrylates, ICPOC-21, Durham, UK, September 2012.

3. Towards Electronically Tunable Graphene Nanoribbons From Glyoxylic Perkin Reaction, AIMS2015, Sendai, Japan, February, 2015.

4. Synthesis and dynamic structures of a hybrid nanohoop molecule composed of anthanthrenylene and phenylene panels, AIMS2016,

Sendai, Japan, February, 2016.

5. Synthesis and dynamic structures of hybrid nanohoops, CURO-Pi-II, Eugene, OR, USA, September, 2016

6. Synthesis and Structural Chemistry Of Nanocarbons With Unique π-surfaces, EAS-8, Thiruvanantapuram, India, September 2017

7. Modular synthesis of aliphatic polyketones via site-selective monosilylation of 3,3-disubstituted pentane-2,4-diones, ICReDD Intl

Symposium, Sapporo, Japan, November 2019

PROJECT SUPERVISION

1. Synthesis of [4]cyclo-peri-xanthenoxanthene ([4]CX2,8); Oxygen containing belt-persistent finite CNT fragment. (Masters Thesis

(2015-2017) at Tohoku University. (Manuscript in progress)

2. Heteroaromatic Graphene Nanoribbons with alternative electron donor and acceptor panels. (M.Sc. Project intern at MCNS, Manipal

University March-October 2018) (Manuscript published, see publication no 11)

3. "Bottom-up" Approach Towards Hetero-nanographenes. (M.Sc. summer research intern from CET Bhubaneswar, June-July 2018).

4. Crafting Molecular Giants with Atomic Precision: New Strategies to Construct Gigantic Nanographenes. (M.Sc. summer research

intern from NITK-Surathkal, June-July 2018).

AWARDS / ACHIEVEMENTS

§ DST SERB-Early Career Research Award in February 2019 (ECR/2018/000185/CS, amount INR 31 lakhs).

§ Selected for Leverhulme Fellowship at University of Nottingham, UK in 2019.

§ WPI-AIMR Scientist mobility Award for attending conference from WPI-AIMR Tohoku University, Japan in 2016.

§ Doctorate degree in Chemistry with “Très honorable” grade [Highest grade in PhD in France] in July 2012.

§ Awarded EMMA (Erasmus Mundus External co-operational window with Asia) scholarship for pursuing PhD degree in 2009.

§ First class and ranked 4th (71.33%) in Post Graduation. 1st in Analytical chemistry special, Jadavpur University, 2009.

§ First class with distinction (67.00%) in Graduation, Jadavpur University, 2007.

§ Selected for National merit scholarship scheme by “Ministry of Human Resource Development, Govt. of India” 2004.

§ Ranked 2nd in West Bengal (state level) in Achievement-cum-diagnostic Test in Mathematics (ADTM) by Centre for Pedagogical

Studies in Mathematics, (ADTM) 2001.

ACADEMIC MEMBERSHIP & RESPONSIBILITIES.

§ Active member in organizing committee of conferences in France (Chem on Tubes, Arcachon 2012) and in Japan (25th Symposium

in Physical Organic Chemistry, Sendai 2014).

§ Member of the "Chemical Society of Japan" 2015-present.

§ Member of the “Société Chimique de France” (Chemical Society of France), 2010-2012.

§ Member of the “Royal Society of Chemistry” (RSC), 2012-2013.

§ Member of Jadavpur University Alumni association, lifetime membership.

§ Elected Student representative for Campus recruitment, Jadavpur University Science Faculty, 2008-2009.

LANGUAGE SKILL

English (Fluent), Bengali (Fluent), Hindi (Fluent), French (Basic), Japanese (Basic)