Synthesis of azophenolic crown ethers of Cs symmetry incorporating cis-l-phenylcyclohexane-l,2-cliol residues as a steric barrier and diastereotopic face selectivity in complexation of amines by their diastereotopic faces

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

*Corresponding author for this work

研究成果: Article同行評審

14 引文 斯高帕斯(Scopus)

摘要

Azophenolic crown ethers 1 and 2 of Cs symmetry incorporating cw-l-phenylcyclohexane-l,2-diol residues as a steric barrier have been prepared. Diastereotopic face selectivity in complexation with 2-methoxyethylamine, n-propylamine and ethanolamine was examined using temperature-dependent1H NMR spectroscopy. Both bind ethanolamine stereoselectively to one of their diastereotopic faces; the prediction of which diastereoisomeric complex was preferentially formed is made on the basis of a CPK molecular-model examination of the complexes.

原文English
頁(從 - 到)1429-1435
頁數7
期刊Journal of the Chemical Society, Perkin Transactions 1
DOIs
出版狀態Published - 1 一月 1995

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