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Synthetic Organic Chemistry

Location:
Seoul, South Korea
Posted:
October 13, 2016

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Sumit Choudhury, PhD

BK** Post-Doctoral Fellow

Department of Chemistry, College of Natural Sciences, Seoul National University, and Center for Nanoparticle Research, Institute for Basic Science (IBS), Seoul 151-747, Republic of Korea.

E-mail: acw1fd@r.postjobfree.com/ acw1fd@r.postjobfree.com

Phone: +82 10-6494-4038 (M), +82 2-881-9514 (R)

LinkedIn Profile URL: https://kr.linkedin.com/in/sumit-choudhury-14582a99 OBJECTIVE

A postdoctoral/research and development position in an industrial setting that takes advantage of extensive experience in synthetic organic chemistry.

HIGHLIGHTS

Extensive research training and cutting edge experience in diverse aspects of synthetic organic chemistry to become a highly productive scientist (over 12 years of research experience).

Expertise in design, synthesis, purification and characterization of organic compounds.

Proven track record in several aspects of catalysis: heterogeneous & homogeneous catalysis, photocatalysis, and biocatalysis/enzyme catalysis.

Pioneered a novel biomimetic concept of Asymmetric Artificial Photosynthesis and developed a new and ‘green’ asymmetric synthetic methods for chiral chemicals under artificial solar-light.

Extensive experience in handling air and moisture-sensitive organic/organometallic reagents.

Strong background in planning and executing synthetic schemes successfully and safely within the time-frame.

Proficient in all kinds of advanced spectroscopic and analytical techniques.

Excellent leadership ability, strong management skill and vast experience of working in a team together with the ability to address and solve problems independently.

Outstanding written and oral communication skills.

Adept in supervising and training fellow assistants and co-workers. EDUCATION

PhD, Organic Chemistry, Indian Institute of Technology Kanpur (IIT Kanpur), India, 2010 (CPI 9.00/10.00) Thesis title: “Synthesis of Substituted Halophenols: Applications and Mechanistic Investigations” Adviser: Prof. Dr. Faiz Ahmed Khan

MSc, Chemistry (Organic Special), University of Kalyani, West Bengal, India, 2003 (1st class) Thesis title: “Studies on Reaction of Aromatics and Heteroaromatics with N-bromosuccinimide” Adviser: Dr. Prithwiraj De

BSc, Chemistry (Hons.), University of Kalyani, West Bengal, India, 2001 (1st class) RESEARCH EXPERIENCE

Oct 2014 – Present

Post-Doctoral Fellow, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul, Korea. Mentor: Prof. Dr. Soon Hyeok Hong

Collaborator: Prof. Dr. Taeghwan Hyeon, Seoul National University (Associate Editor of J. Am. Chem. Soc.) Prof. Dr. Hajime Hirao, Nanyang Technical University, Singapore. Area of research: Organic Synthesis, Organometallic Chemistry, Catalysis (Homogeneous/Heterogeneous),

Designed and developed a novel covalently functionalized rhodium nanoparticles (Rh NPs) and investigated its unique structures via conventional techniques as well as DFT calculations.

Successfully implemented the synthesized nanoparticles as efficient heterogeneous catalysts in several synthetically challenging organic transformations.

Achieved first catalytic dehydrogenation (CDH) and catalytic transfer dehydrogenation (CTDH) of N- heterocycles by Rh NPs under oxidant/base-free and acceptorless condition.

Accomplished selective hydrogenation of N-heteroarenes under very mild conditions (1 atm H2 pressure at room temperature, ~ 25 oC) which is in sharp contrast to the forcing reaction conditions (high temperature and/or excessively higher H2 pressure) generally employed in such transformations.

Synthesized a plethora of industrially relevant N-heterocyclic structural motifs via the developed methods.

Investigated the inherent reaction mechanism by usual experimental techniques as well as DFT calculations, which revealed unique pathways hitherto unexplored. Oct 2010 – Sept 2014

Post-Doctoral Fellow, Division of Green Chemistry and Engineering Research, Korea Research Institute of Chemical Technology (KRICT), Daejeon, Korea. Mentor: Dr. Jin-Ook Baeg

Collaborator: Dr. No-Joong Park, KRICT, Korea.

Area of research: Organic Synthesis, Bioorganic Chemistry, Catalysis (Photocatalysis/Biocatalysis), Green Chemistry

Implemented improved method for photochemical cofactor (NADPH) regeneration under artificial solar light.

Designed and developed photocatalysts wherein a central Graphene unit gets attached to chromophores like porphyrin/BODIPY and successfully utilized them in nicotinamide cofactor (NADPH) regeneration in enzymatically active form under artificial solar light illumination.

Successfully coupled the newly developed photocatalytic NADPH regeneration strategy with suitable enzymes

(alcohol dehydrogenases) acting as biocatalysts for the asymmetric catalysis to be effected upon inexpensive prochiral compounds.

Synthesized a series of (R/S)-1-(hetero)aryl/ alkylethanols in excellent enantioselectivities (ee > 99.9%) under mild and environmentally benign conditions.

Achieved highly enantioselective synthesis of chiral alcohols under artificial solar-light eventually pioneering a new biomimetic concept of Asymmetric Artificial Photosynthesis.

Developed a novel and ‘green’ asymmetric synthetic methods for chiral chemicals under eco-friendly condition. Dec 2003 – 2010

Doctoral Research, Department of Chemistry, Indian Institute of Technology Kanpur (IIT Kanpur), India. Advisor: Prof. Dr. Faiz Ahmed Khan

Thesis title: “Synthesis of Substituted Halophenols: Applications and Mechanistic Investigations” Area of research: Organic Synthesis, Methodology Development, Natural Product Synthesis

Designed and developed efficient methods for the synthesis of substituted halophenols through selective utilization of halogens present at the bridgehead positions of 1,4,5,6-tetrahalo-7,7-dimethoxynorbornene skeleton prior to acid-catalyzed Grob fragmentation of derived norbornenones.

Investigated the inherent reaction mechanism through cross experiments and deuterium labeling experiments.

Achieved the synthesis of highly substituted p-benzoquinone derivatives (via extension of the developed methods) which showed promising electrochemical properties.

Successfully implemented one of the as-developed methods in executing the synthesis of the core penta- substituted, tribromo aromatic skeletons of brominated marine alkaloids amathamides E and F and also accomplished the synthesis of several late stage intermediates en route to target amathamides.

Completed the first total synthesis of reported structures of amathamides E and F and eventually revised their structures to be the regioisomers of originally proposed ones based on unambiguous structural proof. Jan 2003-May 2003

M. Sc (Organic Chemistry), Department of Chemistry, University of Kalyani, West Bengal, India. Advisor: Dr. Prithwiraj De

Project Title: “Studies on Reaction of Aromatics and Heteroaromatics with N-bromosuccinimide”

Investigated the bromination reaction on several activated Aromatics and Heteroaromatics e.g. anilines and hydroxycoumarins using N-bromosuccinimide (NBS) in aqueous & polar aprotic medium. HONOURS AND AWARDS

2014 BK21 Post-Doctoral Research Fellowship, Government of Korea. 2013 GREEN Research Excellence Award of KRICT, Korea, for excellence and creative contribution to Green Chemistry Research.

2012 Outstanding Research Achievement Award for valuable contribution and outstanding research achievement within the host group at KRICT, Korea.

2010 KRICT International Post-Doctoral Fellowship from KRICT, Korea. 2006 Senior Research Fellowship (SRF), from CSIR, India. 2004 Junior Research Fellowship (JRF), from CSIR, India. 2003 Qualified National Eligibility Test (NET) in Chemical Sciences conducted by CSIR, India (Among Top 20% Awardees).

2003 Qualified All India Graduate Aptitude Test for Engineering (GATE) in Chemistry conducted by Indian Institute of Technologies (IITs) with 97.21 Percentile (All India Rank 80). 2003 Qualified State Level Eligibility Test (SLET) in Chemical Science conducted by West Bengal College Service Commission (WBCSC), India.

2003 Secured 2nd rank in M. Sc Chemistry, University of Kalyani, West Bengal, India. 2001 Secured 4th rank in B. Sc Chemistry (Hons), University of Kalyani, West Bengal, India. MANAGEMENT

Designed, developed and accomplished research projects within the time-frame.

Delivered research training to fellow co-workers and made them familiar to analytical instruments like GC, HPLC, NMR, FTIR etc. along with techniques like column chromatography.

Coordinated day-to-day supervision to graduate and undergraduate students including assistance on their dissertation as well as preparation of manuscripts for publication.

Organized weekly/monthly group discussions and conducted annual workshops for progress assessment.

Developed and/or modified laboratory exercises to realize safety issues. COMMUNICATION

Delivered research results in oral and poster presentations in conferences/symposia.

Composed and edited technical documents for publications in peer reviewed journals and filing patent application.

Wrote research proposals for Grants, Scholarships, and Fellowships.

Delivered research results and future work strategies in oral presentations in weekly group meetings. SKILLS

Sound understanding of different chromatographic techniques, including gas, liquid and flash chromatography.

Experienced with air and moisture-sensitive reactions, high dilution techniques (via syringe pump) and routine synthetic transformations.

Expertise in handling enzymes for carrying out biocatalytic reactions.

Proficient at operating various advanced spectroscopic and analytical instruments, including NMR spectrometers, GC, HPLC, ESI-MS, GC-MS, LC-MS, IR spectrophotometer, Kugelrohr distillation apparatus, Glovebox, Cyclic Chromatotron, Sonicator, Polarimeter, Cyclic Voltammeter and UV-Vis spectrophotometer.

Specialized in custom synthesis of catalysts/compounds (from mg to gram scales) within the standard laboratory setup.

Extensive expertise in high-pressure hydrogenation reaction using autoclave reactors.

Acquainted with the usual characterization techniques like TGA, powder XRD, TEM, XPS, Raman, FT-IR and AFM spectroscopy employed for the analysis of heterogeneous catalysts including metal NPs.

Implemented successful inter/multi-disciplinary collaborations.

Adept in chemistry-based computer applications, including SciFinder Scholar, Beilstein CrossFire database, ChemDraw, Excel, and MS Office.

LANGUAGES

English, Bengali, Hindi and Korean (basic)

PUBLICATIONS

Papers Published/to be communicated in Peer-Reviewed Journals 1. Sumit Choudhury, Saeed Ahmad, and Faiz Ahmed Khan,* “Effect of bridgehead substitution in the Grob fragmentation of norbornyl ketones: a new route to substituted halophenols”, Org. Biomol. Chem., 2015, 13, 9686-9696.

2. Saeed Ahmad, Sumit Choudhury, and Faiz Ahmed Khan,* “Synthesis of marine brominated alkaloid amathamide F: a palladium-catalyzed enamide synthesis”, Tetrahedron 2015, 71, 4192-4202. 3. Sumit Choudhury, Jin-Ook Baeg,* No-Joong Park, and Rajesh K. Yadav, “A solar light-driven, eco-friendly protocol for highly enantioselective synthesis of chiral alcohols via photocatalytic/biocatalytic cascades”, Green Chem. 2014, 16, 4389-4400.

4. Sumit Choudhury, Jin-Ook Baeg,* No-Joong Park, and Rajesh K. Yadav, “A photocatalyst/enzyme couple that uses solar energy in the asymmetric reduction of acetophenones”, Angew. Chem. 2012, 124, 11792-11796; Angew. Chem. Int. Ed. 2012, 51, 11624-11628.

5. Faiz Ahmed Khan,* and Sumit Choudhury, “An efficient synthesis of substituted meta-halophenols and their methyl ethers; Insight into the reaction mechanism”, Eur. J. Org. Chem. 2010, 2954-2970. 6. Faiz Ahmed Khan,* and Sumit Choudhury, “Synthesis and electrochemical properties of substituted para- bezoquinone derivatives”. Tetrahedron Lett. 2010, 51, 2541-2544. 7. Faiz Ahmed Khan,* and Sumit Choudhury, “An efficient route to pentasubstituted phenols”, Eur. J. Org. Chem. 2006, 672-676.

8. Faiz Ahmed Khan,* and Sumit Choudhury, “Synthesis of Trichlorophenol Derivatives”, Synth. Commun. 2006, 36, 3749-3760.

9. Samuel Woojoo Jun, Sang Min Kim, Hyunjoong Kim, Quang Thang Trinh, Sumit Choudhury, Sangseung Park, Pilseon Seo, Hajime Hirao,* Soon Hyeok Hong*, and Taeghwan Hyeon*. “Bridging the gap between homogeneous and heterogeneous catalysis: vinylidene functionalized Rhodium nanocatalyst” (manuscript finalized, to be submitted soon in J. Am. Chem. Soc.) 10. Sumit Choudhury, Samuel Woojoo Jun, Soon Hyeok Hong*, and Taeghwan Hyeon*. “Heterogeneous Catalytic Dehydrogenation of N-Heterocycles using Vinyledene-Functionalized Rh-Nanoparticles under Acceptorless and Oxidant-free Conditions” (manuscript finalized; to be submitted in Angew. Chem. Int. Ed., awaiting the Ref 9 to be published first)

11. Sumit Choudhury, Samuel Woojoo Jun, Quang Thang Trinh, Hajime Hirao,* Soon Hyeok Hong*, and Taeghwan Hyeon*. “Catalytic Transfer Dehydrogenation of 1,2,3,4-Tetrahydro(iso)quinolines using A Vinyledene- Functionalized Rh-Nanoparticle under Acceptorless Condition: Unusual and Preferential Formation of Thermodynamically Less Stable 5,6,7,8-tetrahydro(iso)quinolines” (Full paper in continuation of Ref. 9; manuscript under preparation; the journal to be submitted would be decided based on Ref.9] 12. Sumit Choudhury, Samuel Woojoo Jun, Soon Hyeok Hong*, and Taeghwan Hyeon*. “Selective Heterogeneous Hydrogenation of N-Heteroarenes using A Vinyledene-Functionalized Rh-Nanoparticles at room temperature under atmospheric H2 pressure” (manuscript under preparation)

The full list of authors and the titles mentioned in Ref. 9-12 may undergo some changes in the final version of the manuscript.

[N.B. Due to some unavoidable reasons, publication of ref. 9 gets delayed, while ref. 10-12 require prior publication of ref 9] Patents

1. Jin-Ook Baeg,* Sumit Choudhury, No-Joong Park, and Rajesh K. Yadav, “Method for regeneration of oxidoreductase cofactor for producing chiral alcohol using photo-bio system of rhodium (iii) complex and graphene-BODIPY photocatalyst”, Korean Patent (Repub. Korean Kongkae Taeho Kongbo), 2015, Patent No. KR 201******* A.

2. Jin-Ook Baeg,* Sumit Choudhury, No-Joong Park, and Rajesh K. Yadav, “Preparation method of chiral alcohol compounds using photo-bio system”, Korean Patent (Repub. Korean Kongkae Taeho Kongbo), 2013, Patent No. KR 201******* A.

Conference/ Symposium /Workshop Attendance and Poster Presentations 1. 3rd International Conference on Organometallics and Catalysis 2016 (OM&Cat-2016), at Hoam Convention Center in Seoul National University, Seoul, Korea August 28-30, 2016. 2. Sumit Choudhury, and Soon Hyeok Hong.* “Heterogeneous Catalytic Dehydrogenation of N-Heterocycles using A Novel Rh-Nanoparticle under Acceptorless and Oxidant-free Conditions” 45th IUPAC World Chemistry Congress (IUPAC-2015) at BEXCO, Busan, Korea, August 9-14, 2015. 3. ‘Annual Workshop for Researchers of the Division of Green Chemistry and Engineering Research, KRICT’ at STX Resort Mungyeong, Mungyeong-si, Korea, May 28-29, 2014. 4. ‘Annual Workshop for Researchers of the Division of Green Chemistry and Engineering Research, KRICT’, at Hanwha Resort Daecheon, Boryeong-si, Korea, May 27-28, 2013. 5. ‘Annual Workshop for Researchers of the Division of Green Chemistry and Engineering Research, KRICT’, at Daemyung Resort Gyeongju, Gyeongju-si, Korea, May 3-4, 2012. 6. Sumit Choudhury, and Faiz Ahmed Khan.* “Approach towards the Synthesis of Brominated Marine Alkaloids Amathamides C, E and F”. 5th J-NOST International Conference for Research Scholars sponsored by National Organic Symposium Trust (NOST)’, in IIT Kanpur, India, December 4-7, 2009. 7. 1st Indo–German Symposium on ‘Frontiers of Chemistry’, in IIT Kanpur, India, October 26-28, 2007. 8. Sumit Choudhury, and Faiz Ahmed Khan.* “An Efficient Synthesis of meta-Halophenols and their Methyl Ethers; An Insight into the Reaction Mechanism”. 9th National Symposium in Chemistry sponsored by Chemical Research Society of India (CRSI), in University of Delhi, New Delhi, India, February 1-4, 2007. REFERENCES

1. Professor Soon Hyeok Hong, Department of Chemistry, College of Natural Science, Seoul National University, Seoul 151-747, Republic of Korea. Tel: +82-2-880-6655 (Off), E-mail: acw1fd@r.postjobfree.com 2. Dr. Jin-Ook Baeg, Division of Green Chemistry and Engineering Research, Korea Research Institute of Chemical Technology (KRICT), 100 Jang-dong, Yuseong, Daejeon, 305-600, Republic of Korea. Tel: +82-42- 860-7560 (Off), E-mail: acw1fd@r.postjobfree.com

3. Professor Faiz Ahmed Khan, Dean Academic Program, Indian Institute of Technology (IIT) Hyderabad, Kandi, Sangareddy - 502 285, Telangana, India. Former Professor, Department of Chemistry, Indian Institute of Technology (IIT) Kanpur, Kanpur (U. P), 208 016, India. Tel: +91-40-2301-6084 (Off), Email: acw1fd@r.postjobfree.com 4. Professor Taeghwan Hyeon, Director, Center for Nanoparticle Research, Institute for Basic Science (IBS), Associate Editor of J. Am. Chem. Soc., and Professor, School of Chemical and Biological Eng., Seoul National University, Seoul 151-742, Korea. Tel: +82-2-880-7150 (Off), E-mail: acw1fd@r.postjobfree.com



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