Polysubstituted 5‐Phenylazopyrimidines Extremely Fast Non‐Ionic Photochromic Oscillators

0524472 - ÚOCHB 2021 RIV DE eng J - Článek v odborném periodiku
Čechová, Lucie - Filo, J. - Dračínský, Martin - Slavov, C. - Sun, D. - Janeba, Zlatko - Slanina, Tomáš - Wachtveitl, J. - Procházková, Eliška - Cigáň, M.
Polysubstituted 5‐Phenylazopyrimidines Extremely Fast Non‐Ionic Photochromic Oscillators.
Angewandte Chemie - International Edition. Roč. 59, č. 36 (2020), s. 15590-15594. ISSN 1433-7851. E-ISSN 1521-3773
Grant CEP: GA ČR(CZ) GA18-11851S
Institucionální podpora: RVO:61388963
Klíčová slova: azopyrimidines * DFT calculations * in situ irradiation NMR spectroscopy * photochromic oscillators * ultrafast spectroscopy
Obor OECD: Physical chemistry
Impakt faktor: 15.336, rok: 2020
Způsob publikování: Omezený přístup
https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202007065

Photochromic systems with ultrahigh rate of thermal relaxation are highly desirable for development of new efficient photochromic oscillators. Based on DFT calculations, we designed a series of 5‐phenylazopyrimidines with strong push‐pull character in silico and observed very low energy barriers of thermal ( Z )‐to‐( E ) isomerization. The structure of the ( Z )‐isomer of the slowest derivative in the series was confirmed by NMR with in situ irradiation at low temperature. The substituents can tune the lifetime of thermal back isomerization from hundreds of ms to several ns (8 orders of magnitude). The photoswitching parameters were extracted from transient absorption techniques and a dominant rotation mechanism of the ( Z )‐to‐( E ) thermal fading was proposed based on DFT calculations.
Trvalý link: http://hdl.handle.net/11104/0308828