Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction

A series of group VIII carbamoyl complexes, [M(2-NHC(O)C5H4N)(CO)2(2-SC5H4N)] [where M = Fe, Ru and Os], was found to be efficient and regioselective catalysts for the intramolecular hydroxycarboxylation of α,ω-alkynoic acids, yielding exocyclic enol lactones for ring sizes up to 7 atoms, and endocy...

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Main Authors:	Barik, Chandan Kr, Tessensohn, Malcolm Eugene, Webster, Richard David, Leong, Weng Kee
Other Authors:	School of Physical and Mathematical Sciences
Format:	Article
Language:	English
Published:	2020
Subjects:	Science::Chemistry Group 8 Metals Carbamoyl
Online Access:	https://hdl.handle.net/10356/144737
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Institution:	Nanyang Technological University
Language:	English

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spelling	sg-ntu-dr.10356-1447372023-02-28T19:27:37Z Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction Barik, Chandan Kr Tessensohn, Malcolm Eugene Webster, Richard David Leong, Weng Kee School of Physical and Mathematical Sciences Science::Chemistry Group 8 Metals Carbamoyl A series of group VIII carbamoyl complexes, [M(2-NHC(O)C5H4N)(CO)2(2-SC5H4N)] [where M = Fe, Ru and Os], was found to be efficient and regioselective catalysts for the intramolecular hydroxycarboxylation of α,ω-alkynoic acids, yielding exocyclic enol lactones for ring sizes up to 7 atoms, and endocyclic enol lactones for ring sizes up to 12 atoms. They also catalysed the regioselective intermolecular hydroxycarboxylation reaction between propargylic alcohol and carboxylic acids to form β-oxo-esters. These complexes could also function as electrocatalysts in proton reduction, and evaluation of their redox potentials revealed that the iron complex was much more efficient than the ruthenium or osmium analogues. Ministry of Education (MOE) Accepted version This work was supported by Nanyang Technological University and the Ministry of Education (Research Grant No. M4011793). C.K.B is grateful to the university for a Research Scholarship. We acknowledge the help of Drs Yongxin Li and Rakesh Ganguly with the crystallographic work. 2020-11-23T04:29:04Z 2020-11-23T04:29:04Z 2019 Journal Article Barik, C. K., Tessensohn, M. E., Webster, R. D., & Leong, W. K. (2019). Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction. Journal of Organometallic Chemistry, 889, 40–44. doi:10.1016/j.jorganchem.2019.03.019 0022-328X https://hdl.handle.net/10356/144737 10.1016/j.jorganchem.2019.03.019 889 40 44 en Journal of Organometallic Chemistry © 2019 Elsevier B.V. All rights reserved. This paper was published in Journal of Organometallic Chemistry and is made available with permission of Elsevier B.V. application/pdf
institution	Nanyang Technological University
building	NTU Library
continent	Asia
country	Singapore Singapore
content_provider	NTU Library
collection	DR-NTU
language	English
topic	Science::Chemistry Group 8 Metals Carbamoyl
spellingShingle	Science::Chemistry Group 8 Metals Carbamoyl Barik, Chandan Kr Tessensohn, Malcolm Eugene Webster, Richard David Leong, Weng Kee Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction
description	A series of group VIII carbamoyl complexes, [M(2-NHC(O)C5H4N)(CO)2(2-SC5H4N)] [where M = Fe, Ru and Os], was found to be efficient and regioselective catalysts for the intramolecular hydroxycarboxylation of α,ω-alkynoic acids, yielding exocyclic enol lactones for ring sizes up to 7 atoms, and endocyclic enol lactones for ring sizes up to 12 atoms. They also catalysed the regioselective intermolecular hydroxycarboxylation reaction between propargylic alcohol and carboxylic acids to form β-oxo-esters. These complexes could also function as electrocatalysts in proton reduction, and evaluation of their redox potentials revealed that the iron complex was much more efficient than the ruthenium or osmium analogues.
author2	School of Physical and Mathematical Sciences
author_facet	School of Physical and Mathematical Sciences Barik, Chandan Kr Tessensohn, Malcolm Eugene Webster, Richard David Leong, Weng Kee
format	Article
author	Barik, Chandan Kr Tessensohn, Malcolm Eugene Webster, Richard David Leong, Weng Kee
author_sort	Barik, Chandan Kr
title	Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction
title_short	Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction
title_full	Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction
title_fullStr	Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction
title_full_unstemmed	Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction
title_sort	group viii carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction
publishDate	2020
url	https://hdl.handle.net/10356/144737
_version_	1759855178827169792

Group VIII carbamoyl complexes as catalysts for alkyne hydrocarboxylation and electrochemical proton reduction

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