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Synthesis of Stereodefined Multi‐Functionalized Tetrasubstituted Olefins via a Catalyst‐Free Oxidative Coupling Strategy and Their Application for Hpochlorite Anion Detection
Author(s) -
Zhang Xueqin,
Zeng Xianshun,
Zhou Zhenghong
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601375
Subject(s) - catalysis , chemistry , oxidative coupling of methane , oxidative phosphorylation , combinatorial chemistry , ion , coupling (piping) , detection limit , polymer chemistry , organic chemistry , materials science , chromatography , biochemistry , metallurgy
Abstract We have uncovered an unprecedented catalyst‐free oxidative coupling of ( Z )‐2‐ylideneimidazo[1,2‐ a ]pyridin‐3(2 H )‐ones and pyrazolones, which provide a convenient approach to access stereodefined multi‐functionalized tetrasubstituted olefins. These novel stereodefined tetrasubstituted olefins in ethanol exhibited the characteristic intense charge‐transfer π‐π* transitions peaked at ca. 529 nm, and showed excellent selective response to ClO – anion (detection limit: 3.9×10 –8 M). This method is notable not only for the ease in which highly functionalized stereodefined tetrasubstituted alkenes can be prepared but also the quite mild catalyst‐free reaction conditions.