Solar Energy Storage: Competition between Delocalized Charge Transfer and Localized Excited States in the Norbornadiene to Quadricyclane Photoisomerization

Alex W, Lorenz P, Henkel C, Clark T, Hirsch A, Guldi DM (2021)

Publication Type: Journal article

Publication year: 2021

Journal

DOI: 10.1021/jacs.1c04322

Abstract

We describe for the first time the full reaction coordinate regarding the photoisomerization of red-absorbing norbornadienes (NBDs) to quadricyclanes (QCs). Our studies go beyond steady-state investigations by using an arsenal of time-resolved techniques. Importantly, the red absorption of NBDs is made possible by a different charge-transfer character; adjusting its strength enables control over the photoreversibility of the rearrangement. In the case of strong charge-transfer character (a weakly electron-withdrawing ester and a strongly electron-donating dimethylaniline), photoirradiation with visible light into the delocalized charge-transfer absorption of NBD affords QC reversibly. In stark contrast, UV photoirradiation into the NBD localized excited state leads to a photoinduced degradation and cannot be back-isomerized to NBD under any circumstances. If the charge-transfer character is weak (a weakly electron-withdrawing ester and a weakly electron-donating phenyl), reversibility is seen independently of the photoirradiation light.

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How to cite

APA:

Alex, W., Lorenz, P., Henkel, C., Clark, T., Hirsch, A., & Guldi, D.M. (2021). Solar Energy Storage: Competition between Delocalized Charge Transfer and Localized Excited States in the Norbornadiene to Quadricyclane Photoisomerization. Journal of the American Chemical Society. https://dx.doi.org/10.1021/jacs.1c04322

MLA:

Alex, Wiebke, et al. "Solar Energy Storage: Competition between Delocalized Charge Transfer and Localized Excited States in the Norbornadiene to Quadricyclane Photoisomerization." Journal of the American Chemical Society (2021).

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