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This article is cited in 47 scientific papers (total in 47 papers)
Tuning the dihydroazulene – vinylheptafulvene couple for storage of solar energy
Mogens Brøndsted Nielsena, Nicolai Reea, Kurt V. Mikkelsena, Martina Cacciarinib a Department of Chemistry, University of Copenhagen, Denmark
b Department of Chemistry, University of Florence, Italy
Abstract:
Dihydroazulene (DHA) is a molecular photoswitch that undergoes a ring-opening reaction upon irradiation to form a vinylheptafulvene (VHF) photoisomer. This VHF isomer will in time thermally return to the DHA isomer. As the isomerization is photo-induced only in one direction, the DHA–VHF couple has attracted interest as a molecular solar thermal energy storage device (MOST system). In this author review, we cover our systematic efforts to optimize the DHA–VHF couple for this purpose, with challenges being to achieve sufficiently high energy densities, to cover broad absorptions including the visible region, and to control the energy-releasing VHF-to-DHA back-reaction. By a combination of computations and experiments, we review the consequences of various structural modifications of the system (structure–property relationships), including the influence of donor-acceptor substitution at specific positions, benzannulations, and incorporation into macrocyclic structures. Synthetic protocols to reach the various modifications will also be discussed. The bibliography includes 60 references.
Keywords:
dihydroazulene, electrocyclic reactions, energy storage, macrocycles, multiphotochromes, photochromism, thermoswitch, vinylheptafulvene.
Received: 22.01.2020
Citation:
Mogens Brøndsted Nielsen, Nicolai Ree, Kurt V. Mikkelsen, Martina Cacciarini, “Tuning the dihydroazulene – vinylheptafulvene couple for storage of solar energy”, Usp. Khim., 89:5 (2020), 573–586; Russian Chem. Reviews, 89:5 (2020), 573–586
Linking options:
https://www.mathnet.ru/eng/rcr4291https://doi.org/10.1070/RCR4944 https://www.mathnet.ru/eng/rcr/v89/i5/p573
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