Calix[3]carbazole: One-Step Synthesis and Host-Guest Binding

Peng Yang, Yong Jian, Xue Zhou, Gang Li, Tuo Deng, Hongyan Shen, Zhaozheng Yang, Zhangmin Tian

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

The one-step synthetic strategy for the preparation of the hitherto unknown calix[3]carbazole from readily available starting materials is described. Calix[3]carbazole is obtained in 20% yield, and it could selectively bind the N(C2H5)4+ cation (tetraethylammonium, TEA) via cation-π interactions. The experimental and modeling results indicate that calix[3]carbazole possesses a larger π-cavity as well as a better chromophoric property than the traditional phenol-based macrocycles, and thus is capable of binding to and optically responding to the relatively large guest TEA.

Original languageEnglish (US)
Pages (from-to)2974-2980
Number of pages7
JournalJournal of Organic Chemistry
Volume81
Issue number7
DOIs
StatePublished - Apr 15 2016

ASJC Scopus subject areas

  • Organic Chemistry

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