Tuning the chiral cavity of macrocyclic receptor for chiral recognition and discrimination

Tadashi Ema, Daisuke Tanida, Kazuki Hamada, Takashi Sakai

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

(Chemical Equation Presented) The size and shape of the chiral cavity of a macrocyclic receptor were tuned by the alteration of the binaphthyl moiety to improve the chiral recognition/discrimination ability. For example, host 3 with the 3,5-bis(trifluoromethyl)phenyl group at the 3,3′-positions showed improved enantioselectivity for small molecules such as 2-chloropropionic acid and methyl lactate as evaluated by the binding constants. This host 3 also had an excellent ability as an NMR chiral solvating agent.

Original languageEnglish
Pages (from-to)9129-9132
Number of pages4
JournalJournal of Organic Chemistry
Volume73
Issue number22
DOIs
Publication statusPublished - Nov 21 2008

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Tuning the chiral cavity of macrocyclic receptor for chiral recognition and discrimination'. Together they form a unique fingerprint.

  • Cite this