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- Title
Ni‐Catalyzed Arylbenzylation of Alkenylarenes: Kinetic Studies Reveal Autocatalysis by ZnX<sub>2</sub>.
- Authors
Dhungana, Roshan K.; Sapkota, Rishi R.; Wickham, Laura M.; Niroula, Doleshwar; Shrestha, Bijay; Giri, Ramesh
- Abstract
We report a Ni‐catalyzed regioselective arylbenzylation of alkenylarenes with benzyl halides and arylzinc reagents. The reaction furnishes differently substituted 1,1,3‐triarylpropyl structures that are reminiscent of the cores of oligoresveratrol natural products. The reaction is also compatible for the coupling of internal alkenes, secondary benzyl halides and variously substituted arylzinc reagents. Kinetic studies reveal that the reaction proceeds with a rate‐limiting single‐electron‐transfer process and is autocatalyzed by in‐situ‐generated ZnX2. The reaction rate is amplified by a factor of three through autocatalysis upon addition of ZnX2.
- Subjects
AUTOCATALYSIS; BENZYL halides; NATURAL products; ALKENES
- Publication
Angewandte Chemie, 2021, Vol 133, Issue 42, p23159
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202110459