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Extended Bis(benzothia)quinodimethanes and Their Dications: From Singlet Diradicaloids to Isoelectronic Structures of Long Acenes
Author(s) -
Dong Shaoqiang,
Herng Tun Seng,
Gopalakrishna Tullimilli Y.,
Phan Hoa,
Lim Zheng Long,
Hu Pan,
Webster Richard D.,
Ding Jun,
Chi Chunyan
Publication year - 2016
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.201603135
Subject(s) - acene , diradical , chemistry , singlet state , pentacene , electronic structure , computational chemistry , photochemistry , molecule , organic chemistry , atomic physics , physics , electrode , excited state , thin film transistor
Extended bis(benzothia)quinodimethanes and their dications were synthesized as stable species. The neutral compounds mainly have a quinoidal structure in the ground state but show increased diradical character with extension of the central quinodimethane unit. The dications exhibit similar electronic absorption spectra, NMR spectra, NICS values, and diatropic ring currents to their aromatic all‐carbon acene analogues and thus can be regarded as genuine isoelectronic structures of pentacene, hexacene, and heptacene, respectively. Our research gave some insights into the design and synthesis of stable longer acene analogues.