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...
| Main Authors: | , , , |
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| Format: | Journal Article |
| Language: | English |
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2020
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| Online Access: | https://hdl.handle.net/10356/144737 |
| _version_ | 1811686252897894400 |
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| author | Barik, Chandan Kr Tessensohn, Malcolm Eugene Webster, Richard David Leong, Weng Kee |
| 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 |
| author_sort | Barik, Chandan Kr |
| collection | NTU |
| 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. |
| first_indexed | 2024-10-01T04:57:28Z |
| format | Journal Article |
| id | ntu-10356/144737 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T04:57:28Z |
| publishDate | 2020 |
| record_format | dspace |
| spelling | ntu-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 |
| 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 |
| title | 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_short | 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 |
| topic | Science::Chemistry Group 8 Metals Carbamoyl |
| url | https://hdl.handle.net/10356/144737 |
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