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Mrozek T, Görner H, Daub J. Multimode-photochromism based on strongly coupled dihydroazulene and diarylethene. Chemistry. 2001;7(5):1028-40doi: 10.1002/1521-3765(20010302)7:5<1028::aid-chem1028>3.0.co;2-7.
Mrozek, T., Görner, H., & Daub, J. (2001). Multimode-photochromism based on strongly coupled dihydroazulene and diarylethene. Chemistry (Weinheim an der Bergstrasse, Germany), 7(5), 1028-40. https://doi.org/10.1002/1521-3765(20010302)7:5<1028::aid-chem1028>3.0.co;2-7
Mrozek, T, et al. "Multimode-photochromism based on strongly coupled dihydroazulene and diarylethene." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 7,5 (2001): 1028-40. doi: https://doi.org/10.1002/1521-3765(20010302)7:5<1028::aid-chem1028>3.0.co;2-7
Mrozek T, Görner H, Daub J. Multimode-photochromism based on strongly coupled dihydroazulene and diarylethene. Chemistry. 2001 Mar 02;7(5):1028-40. doi: 10.1002/1521-3765(20010302)7:5<1028::aid-chem1028>3.0.co;2-7. PMID: 11303863.
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Chemistry. 2001 Mar 02;7(5):1028-40. doi: 10.1002/1521-3765(20010302)7:5<1028::aid-chem1028>3.0.co;2-7.

Multimode-photochromism based on strongly coupled dihydroazulene and diarylethene.

Chemistry (Weinheim an der Bergstrasse, Germany)

T Mrozek, H Görner, J Daub

Affiliations

  1. Institut für Organische Chemie der Universität Regensburg, Germany.

PMID: 11303863 DOI: 10.1002/1521-3765(20010302)7:5<1028::aid-chem1028>3.0.co;2-7

Abstract

Synthesis and photophysical/photochemical investigations of 1,8a-dihydro-2,3-bis(2,5-dimethy-3-thienyl)-azulene-1,1-dicarbonitrile (1A) and 1,8a-dihydro-2,3-diphenylazulene-1,1-dicarbonitrile (2A) are reported. The photoprocesses and thermal reactions of systems 1 and 2 were studied by time-resolved and steady-state techniques under various conditions. The dihydroazulene (DHA)-dithienylethene (DTE) conjugate 1A is photochemically converted into the dihydrothienobenzothiophene (DHB) isomer 1C and the vinylheptafulvene (VHF) isomer 1B. System 2 exhibits exclusively DHA/VHF photochromism. For both systems the VHF form thermally reverts back into the DHA form. Their rate constant (kB-->A) increases with the solvent polarity and the relaxation kinetics proceed by means of an activation barrier of 65-80 kJ mol(-1); kB-->A and the activation parameters of the isomerisation reactions are rather similar. The photostationary state of the 1A-->1B and 1A-->1C photoisomerisation is sensitive to the irradiation wavelength. The concept of cycloswitching is discussed.

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