Highly linear selective cobalt-catalyzed addition of aryl imines to styrenes: Reversing intrinsic regioselectivity by ligand elaboration

Wengang Xu, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

49 Citations (Scopus)

Abstract

Highly linear selective, imine-directed hydroarylation of styrene has been achieved with cobalt-based catalytic systems featuring bis(2,4-dimethoxyphenyl)(phenyl)phosphine and either 2-methoxypyridine or DBU as a ligand and a Lewis base additive, respectively, thus affording a variety of 1,2-diarylethanes (bibenzyls) in good yields under mild reaction conditions. The triarylphosphine controls the regioselectivity, while the Lewis base significantly accelerates the reaction. Ligand screening and deuterium-labeling studies provide implications about the roles of the ligand and the Lewis base in the crucial C-C reductive elimination step.

Original languageEnglish
Pages (from-to)14166-14170
Number of pages5
JournalAngewandte Chemie - International Edition
Volume53
Issue number51
DOIs
Publication statusPublished - 2014 Dec 15
Externally publishedYes

Keywords

  • Alkenes
  • C-H activation
  • Cobalt
  • Regioselectivity
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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