Catalytic enantiodifferentiating photocyclodimerization of 2anthracenecarboxylic acid mediated by a non-sensitizing chiral metallosupramolecular host

Chenfeng Ke, Cheng Yang, Tadashi Mori, Takehiko Wada, Yu Liu, Yoshihisa Inoue

Research output: Contribution to journalArticlepeer-review

90 Citations (Scopus)

Abstract

Cap in hand: Combined use of diamino-γ-cyclodextrin (CD) and Cu(ClO4)2 resulted in the first catalytic supramolecular photochirogenesis in the photocyclodimerization of 2- anthracenecarboxylic acid. The anti-head-to-head cyclodimer formed in 64-70 % enantiomeric excess and about 50 % yield; these values are the highest ever reported for CD-mediated photochirogenesis.

Original languageEnglish
Pages (from-to)6675-6677
Number of pages3
JournalAngewandte Chemie - International Edition
Volume48
Issue number36
DOIs
Publication statusPublished - 2009 Aug 24

Keywords

  • Anthracenecarboxylic acid
  • Copper
  • Cyclodextrins
  • Enantioselectivity
  • Supramolecular chemistry

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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