Ni-Catalyzed Arylbenzylation of Alkenylarenes: Kinetic Studies Reveal Autocatalysis by ZnX2**

Roshan K. Dhungana, Rishi R. Sapkota, Laura M. Wickham, Doleshwar Niroula, Bijay Shrestha, Ramesh Giri

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish (US)
Pages (from-to)22977-22982
Number of pages6
JournalAngewandte Chemie - International Edition
Volume60
Issue number42
DOIs
StatePublished - Oct 11 2021

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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