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Sulphur‐Embedded Hydrocarbon Belts: Synthesis, Structure and Redox Chemistry of Cyclothianthrenes
Author(s) -
Wang Shenghua,
Yuan Jun,
Xie Jialin,
Lu Zonghuan,
Jiang Long,
Mu Yingxiao,
Huo Yanping,
Tsuchido Yoshitaka,
Zhu Kelong
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202104054
Subject(s) - sulfur , chemistry , crystallography , molecule , redox , hydrocarbon , heteroatom , crystal structure , diamondoid , x ray crystallography , diffraction , nanotechnology , materials science , inorganic chemistry , physics , organic chemistry , ring (chemistry) , optics
Abstract Cyclothianthrenes, a series of sulphur‐embedded hydrocarbon belts proposed a decade ago, were successfully constructed through a stepwise bottom‐up synthesis. The belt [6]cyclothianthrene ([6] CT ) is the smallest and most strained member of the family yet reported. Both [6] CT and [8] CT are the first examples of cyclothianthrene characterized by single crystal X‐ray diffraction. An unprecedented chiral belt [7] CT and a Möbius‐shaped [9] CT were also achieved via modular synthesis. Crystallographic and computational studies show that belts [6] CT‐ [8] CT have prism‐like conformations with well‐defined tubular cavities which have potential for guest molecule inclusion. Cyclic voltammograms further revealed that these belts are redox‐active. The success of constructing sulphur‐embedded hydrocarbon belts, that is, cyclothianthrenes, greatly enriches the chemistry of heteroatom‐doped molecular belts and tubes.