Issue 5, 2020
From the journal:

Chemical Communications

cis alkenes stabilized by intramolecular sulphur⋯π interactions†

Xiaolei Zhao,ab   Wei Zheng,a   Yi Zhangc  and  Wei Huang ORCID logo *ad  

* Corresponding authors

a State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
E-mail: whuang@nju.edu.cn
Fax: +86 25 8968 2309
Tel: +86 25 8968 6526

b School of Chemical Engineering and Materials, Changzhou Institute of Technology, Changzhou 213032, P. R. China

c Key Laboratory of Jiangxi Province for Professional Pollutants Control and Resources, Nanchang Hangkong University, Nanchang 330063, P. R. China

d Shenzhen Research Institute of Nanjing University, Shenzhen, P. R. China

Abstract

A series of alkenes with bistable isomers were obtained containing a thiophene/azoheteroaryl backbone. Visible light and heat-induced reversible cis ⇌ trans isomerizations were evidenced by UV-Vis and 1H NMR spectra. The stabilization of cis alkenes was attributed to intramolecular sulphur⋯π (S⋯π) interactions, which were further supported by theoretical calculations.

Graphical abstract: cis alkenes stabilized by intramolecular sulphur⋯π interactions

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Article information

DOI
https://doi.org/10.1039/C9CC08558K
Article type
Communication
Submitted
02 Nov 2019
Accepted
09 Dec 2019
First published
11 Dec 2019

Chem. Commun., 2020,56, 814-817

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cis alkenes stabilized by intramolecular sulphur⋯π interactions

X. Zhao, W. Zheng, Y. Zhang and W. Huang, Chem. Commun., 2020, 56, 814 DOI: 10.1039/C9CC08558K

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