Basic enemies of photochromism: irreversible transformation of fluorinated diarylethenes to polyenic enamines and enols

0535851 - ÚOCHB 2021 RIV GB eng J - Článek v odborném periodiku
Sysoiev, Dmytro - Huhn, T.
Basic enemies of photochromism: irreversible transformation of fluorinated diarylethenes to polyenic enamines and enols.
Photochemical & Photobiological Sciences. Roč. 19, č. 11 (2020), s. 1511-1516. ISSN 1474-905X. E-ISSN 1474-9092
Institucionální podpora: RVO:61388963
Klíčová slova: molecules * electrodes * memories
Obor OECD: Organic chemistry
Impakt faktor: 3.982, rok: 2020
Způsob publikování: Omezený přístup
https://doi.org/10.1039/D0PP00292E

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.
Trvalý link: http://hdl.handle.net/11104/0313839