Synthesis and conformational characteristics of nonsymmetric pillar[5]arene

Tomoki Ogoshi; Keisuke Kitajima; Tada-aki Yamagishi; Yoshiaki Nakamoto

doi:10.1021/ol902877w

Synthesis and conformational characteristics of nonsymmetric pillar[5]arene

Org Lett. 2010 Feb 5;12(3):636-8. doi: 10.1021/ol902877w.

Authors

Tomoki Ogoshi¹, Keisuke Kitajima, Tada-aki Yamagishi, Yoshiaki Nakamoto

Affiliation

¹ Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan. ogoshi@t.kanazawa-u.ac.jp

PMID: 20058935
DOI: 10.1021/ol902877w

Abstract

A new nonsymmetric pillar[5]arene of ethoxymethoxypillar[5]arene (EMpillar[5]arene) has been synthesized. By 2D ROESY analysis of EMpillar[5]arene, the ethoxy and methoxy moieties were completely separated at the upper and lower rims, respectively. Moreover, by the variable-temperature (1)H NMR measurements of EMpillar[5]arene, the rotational movement of phenolic units in EMpillar[5]arene was slow on the NMR time scale or did not occur.