Iron-catalyzed directed C−H silylation of pivalophenone N−H imines
An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transforme...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2020
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| Online Access: | https://hdl.handle.net/10356/139175 |
| _version_ | 1811688546643214336 |
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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 | An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transformed into ortho-silylated benzonitrile via conversion of the imine functionality to a cyano group under peroxide photolysis. |
| first_indexed | 2024-10-01T05:33:56Z |
| format | Journal Article |
| id | ntu-10356/139175 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T05:33:56Z |
| publishDate | 2020 |
| record_format | dspace |
| spelling | ntu-10356/1391752023-02-28T20:01:03Z Iron-catalyzed directed C−H silylation of pivalophenone N−H imines Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko School of Physical and Mathematical Sciences Science::Chemistry C−H Activation Hydrosilane An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transformed into ortho-silylated benzonitrile via conversion of the imine functionality to a cyano group under peroxide photolysis. MOE (Min. of Education, S’pore) Accepted version 2020-05-18T01:16:51Z 2020-05-18T01:16:51Z 2018 Journal Article Xu, W., Pek, J. H., & Yoshikai, N. (2018). Iron-catalyzed directed C−H silylation of pivalophenone N−H imines. Asian Journal of Organic Chemistry, 7(7), 1351-1354. doi:10.1002/ajoc.201800171 2193-5807 https://hdl.handle.net/10356/139175 10.1002/ajoc.201800171 2-s2.0-85049841347 7 7 1351 1354 en Asian Journal of Organic Chemistry This is the accepted version of the following article: Xu, W., Pek, J. H., & Yoshikai, N. (2018). Iron-catalyzed directed C−H silylation of pivalophenone N−H imines. Asian Journal of Organic Chemistry, 7(7), 1351-1354., which has been published in final form at 10.1002/ajoc.201800171. This article may be used for non-commercial purposes in accordance with the Wiley Self-Archiving Policy [https://authorservices.wiley.com/authorresources/Journal-Authors/licensing/self-archiving.html]. application/pdf |
| spellingShingle | Science::Chemistry C−H Activation Hydrosilane Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko Iron-catalyzed directed C−H silylation of pivalophenone N−H imines |
| title | Iron-catalyzed directed C−H silylation of pivalophenone N−H imines |
| title_full | Iron-catalyzed directed C−H silylation of pivalophenone N−H imines |
| title_fullStr | Iron-catalyzed directed C−H silylation of pivalophenone N−H imines |
| title_full_unstemmed | Iron-catalyzed directed C−H silylation of pivalophenone N−H imines |
| title_short | Iron-catalyzed directed C−H silylation of pivalophenone N−H imines |
| title_sort | iron catalyzed directed c h silylation of pivalophenone n h imines |
| topic | Science::Chemistry C−H Activation Hydrosilane |
| url | https://hdl.handle.net/10356/139175 |
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