Straightforward Synthesis, Electrochemical Properties, and Gel Formation of Thiacalix[n]thiophenes

Masashi Hasegawa; Yoshiki Honda; Ryota Inoue; Yasuhiro Mazaki

doi:10.1002/asia.201501347

Straightforward Synthesis, Electrochemical Properties, and Gel Formation of Thiacalix[n]thiophenes

Chem Asian J. 2016 Mar 4;11(5):674-7. doi: 10.1002/asia.201501347. Epub 2016 Jan 28.

Authors

Masashi Hasegawa¹, Yoshiki Honda², Ryota Inoue², Yasuhiro Mazaki²

Affiliations

¹ Department of Chemistry, School of Science, Kitasato University, Sagamihara, Kanagawa, 252-0373, Japan. masasi.h@kitasato-u.ac.jp.
² Department of Chemistry, School of Science, Kitasato University, Sagamihara, Kanagawa, 252-0373, Japan.

PMID: 26771072
DOI: 10.1002/asia.201501347

Abstract

A facile synthetic approach toward thiacalix[n]thiophene homologues (n=4-6) is presented herein. Pd-catalyzed coupling of 2,5-dibromothiophene derivatives with stannyl sulfide gave various thiacalix[n]thiophenes in good yields. The optical and electrochemical properties of the produced cavitands were investigated. Furthermore, gelation was observed in some solvents.

Keywords: coupling reaction; gels; macrocycles; organic gelators; thiacalix[n]thiophene.