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Cover Feature: Regioselective Acylation of 2,3,4,6‐Tetrahydro‐1,6‐dithia[3‐ a ]azaphenalene toward Donor–Acceptor‐Type Benzophenones (Asian J. Org. Chem. 3/2018)
Author(s) -
Wu Yuewei,
Zhao Jinlian,
Yan Chaoxian,
Li Dongxu,
Shao Xiangfeng
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800108
Subject(s) - chemistry , regioselectivity , benzophenone , acylation , acceptor , reactivity (psychology) , fluorescence , medicinal chemistry , stereochemistry , photochemistry , organic chemistry , catalysis , physics , condensed matter physics , medicine , alternative medicine , pathology , quantum mechanics
2,3,4,6‐Tetrahydro‐1,6‐dithia[3‐ a ]azaphenalene (THDTAP) is a heteropolycycle possessing two active sites for acylation. The regioselective acylation of THDTAP was conducted at the para and meta positions with respect to the nitrogen atom, resulting in a series of para ‐ and meta ‐substituted benzophenones having a donor–acceptor‐type structure. The benzophenone derivatives are distinct in chemical reactivity and photophysical properties. para ‐Substituted benzophenones show reversible OFF/ON fluorescence upon acidification and neutralization. More information can be found in the Full Paper by Xiangfeng Shao et al. on page 579 in Issue 3, 2018 (DOI: 10.1002/ajoc.201700624).