Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates
A new air-stable nickel precatalyst for C–N cross-coupling is reported. The developed catalyst system displays a greatly improved substrate scope for C–N bond formation to include both a wide range of aryl and heteroaryl electrophiles and aryl, heteroaryl, and alkylamines. The catalyst system is als...
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| Format: | Article |
| Language: | en_US |
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American Chemical Society (ACS)
2015
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| Online Access: | http://hdl.handle.net/1721.1/94344 https://orcid.org/0000-0002-3967-2483 https://orcid.org/0000-0003-3875-4775 |
| _version_ | 1811073751567040512 |
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| author | Teverovskiy, Georgiy Park, Nathaniel Hamilton Buchwald, Stephen Leffler |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Teverovskiy, Georgiy Park, Nathaniel Hamilton Buchwald, Stephen Leffler |
| author_sort | Teverovskiy, Georgiy |
| collection | MIT |
| description | A new air-stable nickel precatalyst for C–N cross-coupling is reported. The developed catalyst system displays a greatly improved substrate scope for C–N bond formation to include both a wide range of aryl and heteroaryl electrophiles and aryl, heteroaryl, and alkylamines. The catalyst system is also compatible with a weak base, allowing the amination of substrates containing base-sensitive functional groups. |
| first_indexed | 2024-09-23T09:38:00Z |
| format | Article |
| id | mit-1721.1/94344 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T09:38:00Z |
| publishDate | 2015 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/943442022-09-26T12:46:00Z Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates Teverovskiy, Georgiy Park, Nathaniel Hamilton Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Park, Nathaniel Hamilton Buchwald, Stephen Leffler Teverovskiy, Georgiy A new air-stable nickel precatalyst for C–N cross-coupling is reported. The developed catalyst system displays a greatly improved substrate scope for C–N bond formation to include both a wide range of aryl and heteroaryl electrophiles and aryl, heteroaryl, and alkylamines. The catalyst system is also compatible with a weak base, allowing the amination of substrates containing base-sensitive functional groups. National Institutes of Health (U.S.) (Award GM58160) National Science Foundation (U.S.). Graduate Research Fellowship Program 2015-02-11T21:47:52Z 2015-02-11T21:47:52Z 2013-11 2013-11 Article http://purl.org/eprint/type/JournalArticle 1523-7060 1523-7052 http://hdl.handle.net/1721.1/94344 Park, Nathaniel H., Georgiy Teverovskiy, and Stephen L. Buchwald. “Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates.” Org. Lett. 16, no. 1 (January 3, 2014): 220–223. https://orcid.org/0000-0002-3967-2483 https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/ol403209k Organic Letters Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) PMC |
| spellingShingle | Teverovskiy, Georgiy Park, Nathaniel Hamilton Buchwald, Stephen Leffler Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates |
| title | Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates |
| title_full | Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates |
| title_fullStr | Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates |
| title_full_unstemmed | Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates |
| title_short | Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates |
| title_sort | development of an air stable nickel precatalyst for the amination of aryl chlorides sulfamates mesylates and triflates |
| url | http://hdl.handle.net/1721.1/94344 https://orcid.org/0000-0002-3967-2483 https://orcid.org/0000-0003-3875-4775 |
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