Systematic study on the thermal cycloreversion reactivity of diarylethenes with alkoxy and alkyl groups at the reactive carbons
Systematic study on the thermal cycloreversion reactivity of diarylethenes with alkoxy and alkyl groups at the reactive carbons
复制标题
活性碳上烷氧基和烷基二芳基乙烯热环化反应活性的系统研究
DOI：
10.1007/s11164-012-0648-0
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发表时间：
2013
期刊：
影响因子：
--
通讯作者：
S. Kobatake
中科院分区：
文献类型：
--
作者：
H. Shoji;D. Kitagawa;S. Kobatake
系统地研究了二芳基乙烯的热环化反应活性与活性碳上取代基体积之间的关系。新合成了两种光致变色二芳基乙烯：1,2-双(2-异丁氧基-5-苯基-3-噻吩基)全氟环戊烯(1a)和1,2-双(2-新戊氧基-5-苯基-3-噻吩基)全氟环戊烯(2a)，并研究了它们的光学性质和热环化反应活性。 进行了检查，因为对于活性碳上带有烷氧基的二芳基乙烯没有足够的数据。采用空间取代基常数来关联二芳基乙烯与活性碳上的烷基和烷氧基的热环化回复反应性与取代基的体积之间的关系。使用CH 2 代替烷氧基中的氧，获得了取代基常数的良好相关性。结果表明，这是设计具有所需热环回反应活性的新型二芳基乙烯的非常有用的策略。
The relationship between the thermal cycloreversion reactivity of diarylethenes and the bulkiness of the substituents at the reactive carbons was systematically investigated. Two photochromic diarylethenes, 1,2-bis(2-isobutoxy-5-phenyl-3-thienyl)perfluorocyclopentene (1a) and 1,2-bis(2-neopentoxy-5-phenyl-3-thienyl)perfluorocyclopentene (2a), were newly synthesized and their optical properties and thermal cycloreversion reactivity were examined, because there is insufficient data for diarylethenes with alkoxy groups at the reactive carbons. The steric substituent constant was employed to correlate the relationship between the thermal cycloreversion reactivity of diarylethenes with alkyl and alkoxy groups at the reactive carbons and the bulkiness of the substituent. A good correlation was obtained for the substituent constant using CH2instead of oxygen in the alkoxy groups. The results indicate that this is a very useful strategy for the design of novel diarylethenes with desired thermal cycloreversion reactivity.