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Non-C2-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls.

ABSTRACT: A novel non-C2-symmetric bis-benzimidazolium salt derived from (±)-valinol has been prepared by a simple and straightforward process in good yield. The structure of bis-benzimidazolium salt provided a bulky steric group on the ethylene bridge; which facilitates the catalytic efficacy in the C(sp2)-C(sp2) formation. Its catalytic activity in Suzuki-Miyaura cross-coupling reaction of unactivated aryl chlorides has been found to have high efficacy in 1 mol% Pd loading. This protocol demonstrated the potential on the synthesis of sterically hindered biaryls.

SUBMITTER: Chen YH

PROVIDER: S-EPMC8588361 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

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Non-C2-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls.

Chen Yen-Hsin YH Huang Shu-Jyun SJ Hsu Tung-Yu TY Hung Pei-Yu PY Wei Ting-Rong TR Lee Dong-Sheng DS Lu Ta-Jung TJ

Molecules (Basel, Switzerland) 20211105 21

A novel non-C2-symmetric bis-benzimidazolium salt derived from (±)-valinol has been prepared by a simple and straightforward process in good yield. The structure of bis-benzimidazolium salt provided a bulky steric group on the ethylene bridge; which facilitates the catalytic efficacy in the C(sp2)-C(sp2) formation. Its catalytic activity in Suzuki-Miyaura cross-coupling reaction of unactivated aryl chlorides has been found to have high ...[more]

PMID: 34771121

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