Title

Isolation and crystal structure of a dithiophene dication: controlling covalent connection and disconnection with temperature and phase

RIS ID

108673

Publication Details

Wang, X., Yuan, N., Zhang, Z. & Wang, X. (2015). Isolation and crystal structure of a dithiophene dication: controlling covalent connection and disconnection with temperature and phase. Chemical Communications, 51 (93), 16714-16717.

Abstract

A dithienylethene (1o) undergoes a two-electron chemical oxidation to a singlet diradical as an open-isomer (1o2+) in solution, which cyclizes to a closed-form (1c2+) upon cooling. The latter crystallizes out and its structure is analyzed by single crystal X-ray diffraction. Equilibrium between 1o2+ and 1c2+ in solution is observed by NMR and UV spectroscopy at various temperatures and is further supported by reduction reactions with Zn powder.

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Link to publisher version (DOI)

http://dx.doi.org/10.1039/c5cc06755c