Tiara[5]arenes: Synthesis, solid-state conformational studies, host-guest properties and application as nonporous adaptive crystals

Weiwei Yang, Kushal Samanta, Xintong Wan, Tushar Ulhas Thikekar, Yang Chao, Shunshun Li, Ke Du, Yun Xu, Yan Gao, H. Zuilhof*, Andrew C.H. Sue*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

29 Citations (Scopus)

Abstract

Tiara[5]arenes (T[5]s), a new class of five‐fold symmetric oligophenolic macrocycles, which are not accessible from the addition of formaldehyde to phenol, were synthesized for the first time. These pillar[5]arene‐derived structures display both unique conformational freedom, differing from that of pillararenes, with a rich blend of solid‐state conformations, and excellent host‐guest interactions in solution. Finally we show how this novel macrocyclic scaffold can be functionalized in a variety of ways and used as functional crystalline materials to distinguish uniquely between benzene and cyclohexane.
Original languageEnglish
Pages (from-to)3994-3999
JournalAngewandte Chemie
Volume59
Issue number10
Early online date25 Nov 2019
DOIs
Publication statusPublished - 2 Mar 2020

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