【摘 要】
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Stimuli-responsive molecules are highly desirable in different scenario such as smart materials,bio-imaging,and environment moni-toring.Herein,a series of hetero polycycles which show optical response toward chemical stimuli are synthesized from trithiasu
【机 构】
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State Key Laboratory of Applied Organic Chemistry,Lanzhou University,Tianshui Southern Road 222,Lanz
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Stimuli-responsive molecules are highly desirable in different scenario such as smart materials,bio-imaging,and environment moni-toring.Herein,a series of hetero polycycles which show optical response toward chemical stimuli are synthesized from trithiasu-manene (TTS).The TTS is transformed into ortho-quinone form,which then undergoes three-component Debus-Radziszewski reac-tion with aldehydes and ammonia to give oxazole-fused TTS (2-6).The thiophene rings on 3-5 are selectively oxidized to thio-phene-S,S-dioxides,affording 3-3O2-5-3O2.It is found that the electronic structures of these compounds are governed by the sub-stituents on oxazole moiety and oxidation state of thiophene ring.Moreover,these hetero polycycles exhibit optical response toward different chemical stimuli.Particularly,compounds 6 and 3-3Oz can serve as fluorescence detectors for harmful chemicals sulfide ions(S2-/HS-) and aniline,respectively.This work indicates that TTS is a promising precursor for the creation of responsive materials.
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