Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions
We report here that a cobalt catalyst generated from a cobalt(II) salt and a ligand using magnesium metal is capable of promoting hydroarylation reactions through chelation-assisted C−H activation. With the appropriate choice of the ligand and other reaction conditions, ketimine- or aldimine-directe...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
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2017
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| Online Access: | https://hdl.handle.net/10356/83230 http://hdl.handle.net/10220/42486 |
| _version_ | 1824453933100171264 |
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| author | Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko |
| author_sort | Xu, Wengang |
| collection | NTU |
| description | We report here that a cobalt catalyst generated from a cobalt(II) salt and a ligand using magnesium metal is capable of promoting hydroarylation reactions through chelation-assisted C−H activation. With the appropriate choice of the ligand and other reaction conditions, ketimine- or aldimine-directed branched selective hydroarylations of styrenes and ketimine-directed hydroarylations of vinylsilane have been achieved. The reported catalytic systems may serve as more convenient alternatives to previously developed catalytic systems employing Grignard reagents as reducing agents. |
| first_indexed | 2025-02-19T03:14:17Z |
| format | Journal Article |
| id | ntu-10356/83230 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2025-02-19T03:14:17Z |
| publishDate | 2017 |
| record_format | dspace |
| spelling | ntu-10356/832302023-02-28T19:32:22Z Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko School of Physical and Mathematical Sciences C–H activation C–C bond formation We report here that a cobalt catalyst generated from a cobalt(II) salt and a ligand using magnesium metal is capable of promoting hydroarylation reactions through chelation-assisted C−H activation. With the appropriate choice of the ligand and other reaction conditions, ketimine- or aldimine-directed branched selective hydroarylations of styrenes and ketimine-directed hydroarylations of vinylsilane have been achieved. The reported catalytic systems may serve as more convenient alternatives to previously developed catalytic systems employing Grignard reagents as reducing agents. MOE (Min. of Education, S’pore) Accepted version 2017-05-25T06:42:14Z 2019-12-06T15:17:56Z 2017-05-25T06:42:14Z 2019-12-06T15:17:56Z 2016 Journal Article Xu, W., Pek, J. H., & Yoshikai, N. (2016). Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions. Advanced Synthesis & Catalysis, 358(15), 2564-2568. 1615-4150 https://hdl.handle.net/10356/83230 http://hdl.handle.net/10220/42486 10.1002/adsc.201600403 en Advanced Synthesis & Catalysis © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the author created version of a work that has been peer reviewed and accepted for publication by Advanced Synthesis & Catalysis, WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1002/adsc.201600403]. 6 p. application/pdf |
| spellingShingle | C–H activation C–C bond formation Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions |
| title | Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions |
| title_full | Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions |
| title_fullStr | Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions |
| title_full_unstemmed | Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions |
| title_short | Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions |
| title_sort | cobalt catalyzed imine directed olefin hydroarylation under grignard free conditions |
| topic | C–H activation C–C bond formation |
| url | https://hdl.handle.net/10356/83230 http://hdl.handle.net/10220/42486 |
| work_keys_str_mv | AT xuwengang cobaltcatalyzediminedirectedolefinhydroarylationundergrignardfreeconditions AT pekjiehui cobaltcatalyzediminedirectedolefinhydroarylationundergrignardfreeconditions AT yoshikainaohiko cobaltcatalyzediminedirectedolefinhydroarylationundergrignardfreeconditions |