Basic enemies of photochromism: irreversible transformation of fluorinated diarylethenes to polyenic enamines and enols
Basic enemies of photochromism: irreversible transformation of fluorinated diarylethenes to polyenic enamines and enols
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DOI：
10.1039/d0pp00292e
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发表时间：
2020-11
影响因子：
3.1
通讯作者：
D. Sysoiev;T. Huhn
中科院分区：
文献类型：
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作者：
D. Sysoiev;T. Huhn
在Knoevenagel、Sonogashira和Wittig条件下发现了全氟光致变色二乙烯（DAE）的非光化学降解。这种碱促进了强色非光致变色副产物的形成，由于在功能化DAE的保护巯基的去酰化和脱硅化过程中经常使用的基本条件，在分子电子学领域产生了影响。产物经鉴定为双环[5.3.0]十-1,7-二烯型七元环体系。试探性的两步反应机制使它们的形成合理化。
Non-photochemical degradation of perfluorinated photochromic diarylethenes (DAE) under Knoevenagel, Sonogashira or Wittig conditions was discovered. This base promoted formation of strongly colored non-photochromic byproducts has an impact in the field of molecular electronics due to the basic conditions often employed during deacylation and desilylation of the protected thiol anchoring groups of functionalized DAE. The products were identified as seven-membered ring systems of the bicyclo[5.3.0]deca-1,7-diene type. Their formation was rationalized by a tentative two-step reaction mechanism.