Development and Mechanistic Studies of (<i>E</i>)-Selective Isomerization/Tandem Hydroarylation Reactions of Alkenes with a Nickel(0)/Phosphine Catalyst

DOI Web Site 被引用文献1件 参考文献67件
  • Hiroaki Iwamoto
    Department of Applied Chemistry, Osaka University, Suita, Osaka 565-0871, Japan
  • Takuya Tsuruta
    Department of Applied Chemistry, Osaka University, Suita, Osaka 565-0871, Japan
  • Sensuke Ogoshi
    Department of Applied Chemistry, Osaka University, Suita, Osaka 565-0871, Japan

この論文をさがす

説明

A stereoselective alkene isomerization and sequential hydroarylation with arylboronic acid using a nickel(0) catalyst has been developed. The bulky monophosphine PAd 2 ( n -Bu) is an effective ligand in these reactions to furnish both various stereo-defined internal alkenes and hydroarylation products (isomerization: up to 98%, E / Z = 98:2; tandem hydroarylation: up to 82%). Mechanistic studies based on experiments and computational calculations suggested that the isomerization proceeds via an intra- or intermolecular hydrogen shift. Furthermore, a concerted multibond recombination with boronic acid-assisted oxidative protometallation of the alkene was found to be a reasonable mechanism for the formation of the alkylnickel­(II) species from the alkene, nickel(0), alcohol, and boronic acid in the hydroarylation.

収録刊行物

  • ACS Catalysis

    ACS Catalysis 11 (11), 6741-6749, 2021-05-26

    American Chemical Society (ACS)

被引用文献 (1)*注記

もっと見る

参考文献 (67)*注記

もっと見る

関連プロジェクト

もっと見る

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ