Preparation and enantiomer recognition behaviour of azophenolic crown ethers containing cis-1-phenylcyclohexane-1,2-diol as the chiral subunit and 2,4-dinitrophenylazophenol as the chromophore

Koichiro Naemura*, Koji Ueno, Sachiko Takeuchi, Keiji Hirose, Tobe Yoshito, Takahiro Kaneda, Yoshiteru Sakata

*Corresponding author for this work

Research output: Contribution to journalArticle

24 Scopus citations

Abstract

Optically active azophenolic crown ethers 1 and 2 incorporating two cis-1-phenylcyclohexane-1,2-diol chiral subunits and a p-(2,4-dinitrophenylazo)phenol moiety as a chromophore have been prepared and the enantiomer recognitive coloration in complexation with chiral ethylamine and 2-aminoethanol derivatives has been examined. The observed enantiomer selectivities of crown ethers 1 and 2 have been interpreted on the basis of CPK molecular model examination of the diastereoisomeric complexes.

Original languageEnglish
Pages (from-to)383-388
Number of pages6
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number4
DOIs
StatePublished - 21 Feb 1996

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