Dihydroazulene‐Azobenzene‐Dihydroazulene Triad Photoswitches
Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
Standard
Dihydroazulene‐Azobenzene‐Dihydroazulene Triad Photoswitches. / Mengots, Alvis; Hillers-bendtsen, Andreas Erbs; Doria, Sandra; Kjeldal, Frederik Ørsted; Høyer, Nicolai Machholdt; Petersen, Anne Ugleholdt; Mikkelsen, Kurt V.; Di Donato, Mariangela; Cacciarini, Martina; Nielsen, Mogens Brøndsted.
I: Chemistry: A European Journal, Bind 27, Nr. 48, 2021, s. 12437-12446.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
Harvard
APA
Vancouver
Author
Bibtex
}
RIS
TY - JOUR
T1 - Dihydroazulene‐Azobenzene‐Dihydroazulene Triad Photoswitches
AU - Mengots, Alvis
AU - Hillers-bendtsen, Andreas Erbs
AU - Doria, Sandra
AU - Kjeldal, Frederik Ørsted
AU - Høyer, Nicolai Machholdt
AU - Petersen, Anne Ugleholdt
AU - Mikkelsen, Kurt V.
AU - Di Donato, Mariangela
AU - Cacciarini, Martina
AU - Nielsen, Mogens Brøndsted
PY - 2021
Y1 - 2021
N2 - Photoswitch triads comprising two dihydroazulene (DHA) units in conjugation with a central trans-azobenzene (AZB) unit were prepared in stepwise protocols starting from meta- and para-disubstituted azobenzenes. The para-connected triad had significantly altered optical properties and lacked the photoactivity of the separate photochromes. In contrast, for the meta-connected triad, all three photochromes could be photoisomerized to generate an isomer with two vinylheptafulvene (VHF) units and a cis-azobenzene unit. Ultrafast spectroscopy of the photoisomerizations revealed a fast DHA-to-VHF photoisomerization and a slower trans-to-cis AZB photoisomerization. This meta triad underwent thermal VHF-to-DHA back-conversion with a similar rate of all VHFs, independent of the identity of the neighboring units, and in parallel thermal cis-to-trans AZB conversion. The experimental observations were supported by computation (excitation spectra and orbital analysis of the transitions).
AB - Photoswitch triads comprising two dihydroazulene (DHA) units in conjugation with a central trans-azobenzene (AZB) unit were prepared in stepwise protocols starting from meta- and para-disubstituted azobenzenes. The para-connected triad had significantly altered optical properties and lacked the photoactivity of the separate photochromes. In contrast, for the meta-connected triad, all three photochromes could be photoisomerized to generate an isomer with two vinylheptafulvene (VHF) units and a cis-azobenzene unit. Ultrafast spectroscopy of the photoisomerizations revealed a fast DHA-to-VHF photoisomerization and a slower trans-to-cis AZB photoisomerization. This meta triad underwent thermal VHF-to-DHA back-conversion with a similar rate of all VHFs, independent of the identity of the neighboring units, and in parallel thermal cis-to-trans AZB conversion. The experimental observations were supported by computation (excitation spectra and orbital analysis of the transitions).
U2 - 10.1002/chem.202101533
DO - 10.1002/chem.202101533
M3 - Journal article
C2 - 34096662
VL - 27
SP - 12437
EP - 12446
JO - Chemistry: A European Journal
JF - Chemistry: A European Journal
SN - 0947-6539
IS - 48
ER -
ID: 271820297