Organic Letters 2007-Sep
Synthesis and solid-state photochromism of 1,3-diphenyl-4- (2-chlorobenzal)-5-hydroxypyrazole 4-methylthiosemicarbazone.
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A new photochromic compound containing a pyrazole-ring unit, 1,3-diphenyl-4-(2-chlorobenzal)-5-hydroxypyrazole 4-methylthiosemicarbazone, was synthesized. Its structure, photochromic properties, and photochemical kinetics were characterized. The results show that the title compound exhibits reversible enol-keto photoisomerization, excellent photostability, and high fatigue resistance. An intra- and intermolecular proton-transfer mechanism is proposed.