Stimuli-Responsive Polycycles Based on Hetero-Buckybowl Trithiasumanene
Stimuli-Responsive Polycycles Based on Hetero-Buckybowl Trithiasumanene
复制标题
基于杂巴基碗三硫苏曼烯的刺激响应性多环化合物
DOI：
10.1002/cjoc.202100578
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发表时间：
2021
影响因子：
5.4
通讯作者：
Shao Xiangfeng
中科院分区：
文献类型：
--
作者：
Wang Wenbo;Feng Lijun;Hua Xinqiang;Yuan Chengshan;Shao Xiangfeng
Main observation and conclusionStimuli‐responsive molecules are highly desirable in different scenario such as smart materials, bio‐imaging, and environment monitoring. Herein, a series of hetero polycycles which show optical response toward chemical stimuli are synthesized from trithiasumanene (TTS). The TTS is transformed intoortho‐quinone form, which then undergoes three‐component Debus‐Radziszewski reaction with aldehydes and ammonia to give oxazole‐fused TTS (2—6). The thiophene rings on 3—5 are selectively oxidized to thiophene‐S,S‐dioxides, affording 3‐3O2—5‐3O2. It is found that the electronic structures of these compounds are governed by the substituents on oxazole moiety and oxidation state of thiophene ring. Moreover, these hetero polycycles exhibit optical response toward different chemical stimuli. Particularly, compounds 6 and 3‐3O2can 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.
