Bi-aryl rotation in phenyl-dihydroimidazoquinoline catalysts for kinetic resolution of arylalkyl carbinols

Research output: Contribution to journalArticle

Authors

  • Zheng Wang
  • Jinjin Ye
  • Rui Wu
  • Yang Zi Liu
  • Jiagao Cheng
  • Wei Ping Deng

Colleges, School and Institutes

External organisations

  • State Key Laboratory of Bioreactor Engineering & Department of Chemistry, East China University of Science and Technology, Shanghai 200237, China.
  • Shanghai Key Laboratory of New Drug Design & School of Pharmacy, East China University of Science and Technology , 130 Meilong Road, Shanghai 200237, China.
  • School of Chemistry; University of Birmingham; Edgbaston Birmingham B15 2TT UK

Abstract

Chiral nucleophilic catalysts, 6-aryl-phenyl-dihydroimidazoquinolines (PIQs), were designed, synthesised and applied to the kinetic resolution of arylalkyl carbinols with very high selectivity (S) factors (up to 530). Density functional theory calculations indicate that multiple noncovalent interactions play a key role in chiral recognition between 6-aryl-PIQ catalysts and chiral secondary alcohol substrates.

Details

Original languageEnglish
Pages (from-to)1909-1913
Number of pages5
JournalCatalysis Science and Technology
Volume4
Issue number7
Publication statusPublished - 1 Jan 2014

ASJC Scopus subject areas