Preparation of homochiral phenolic crown ether having chiral subunits derived from (1R,2S)-cis-1,2,3,4-tetrahydronaphthalene-1,2-diol: Temperature-dependent enantioselectivity in complexations with neutral amines

Koichiro Naemura*, Takanori Wakebe, Keiji Hirose, Tobe Yoshito

*Corresponding author for this work

Research output: Contribution to journalArticle

28 Scopus citations

Abstract

Crown ether (S,R,R,S)-1 containing chiral subunits derived from (1R,2S)-cis-1,2,3,4-tetrahydronaphthalene-1,2-diol and the phenol moiety bearing the intra-annular OH group and the 2,4-dinitrophenylazo group at its para-position, have been prepared in enantiomerically pure form. The association constants for the complexes with chiral amines have been determined at various temperatures by the UV-visible spectroscopic method and thermodynamic parameters of complex formation have been calculated.

Original languageEnglish
Pages (from-to)2585-2595
Number of pages11
JournalTetrahedron Asymmetry
Volume8
Issue number15
DOIs
StatePublished - 14 Aug 1997

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