Solid-state nickel(0)-mediated Yamamoto coupling enabled by mechanochemistry
Herein, we report the first solid-state protocol for nickel(0)-mediated Yamamoto-coupling reactions using ball milling. A variety of aryl halides reacted efficiently in the presence of bis(cyclooctadiene)nickel(0) [Ni(cod)2] and 4,4'-di-tert-butyl-2,2'-bipyridyl under solid-state mechanoch...
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| Published in: | Chemistry letters Vol. 53; no. 4 |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
29-03-2024
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| Online Access: | Get full text |
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| Summary: | Herein, we report the first solid-state protocol for nickel(0)-mediated Yamamoto-coupling reactions using ball milling. A variety of aryl halides reacted efficiently in the presence of bis(cyclooctadiene)nickel(0) [Ni(cod)2] and 4,4'-di-tert-butyl-2,2'-bipyridyl under solid-state mechanochemical conditions, affording the corresponding biaryls in high yields. Considering that potentially harmful and high-boiling organic solvents are not required, the present study provides a more convenient, environmentally friendly, and sustainable alternative to conventional solution-based Yamamoto coupling. Solid-state Yamamoto-coupling polymerization and the development of a catalytic variant are also described. |
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| ISSN: | 0366-7022 1348-0715 |
| DOI: | 10.1093/chemle/upae056 |