Photo-induced 6π-electrocyclisation and cycloreversion of isolated dithienylethene anions

JT Buntine; E Carrascosa; JN Bull; G Muller; U Jacovella; CR Glasson; G Vamvounis; EJ Bieske

Journal article

Photo-induced 6π-electrocyclisation and cycloreversion of isolated dithienylethene anions

JT Buntine, E Carrascosa, JN Bull, G Muller, U Jacovella, CR Glasson, G Vamvounis, EJ Bieske

Physical Chemistry Chemical Physics | ROYAL SOC CHEMISTRY | Published : 2022

DOI: 10.1039/d2cp01240e

Abstract

The diarylethene chromophore is commonly used in light-triggered molecular switches. The chromophore undergoes reversible 6π-electrocyclisation (ring closing) and cycloreversion (ring opening) reactions upon exposure to UV and visible light, respectively, providing bidirectional photoswitching. Here, we investigate the gas-phase photoisomerisation of meta- (m) and para- (p) substituted dithienylethene carboxylate anions (DTE−) using tandem ion mobility mass spectrometry coupled with laser excitation. The ring-closed forms of p-DTE− and m-DTE− are found to undergo cycloreversion in the gas phase with maximum responses associated with bands in the visible (λmax ≈ 600 nm) and the ultraviolet (λ..

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University of Melbourne Researchers

Evan Bieske Author

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Grants

Awarded by University of Melbourne

Funding Acknowledgements

This research was funded through the Australian Research Council Discovery Project scheme (DP150101427 and DP160100474). G. V. thanks the Australian Research Council for the Australian Research Fellowship (DP1095404) support. J. T. B. acknowledges support by The University of Melbourne through a Melbourne Research Scholarship and an Australian Research Training Program Scholarship (RTP). G. M. acknowledges the Australian Government's support through an Australian Postgraduate Award (APA) and an Australian Research Training Program Scholarship. E. C. acknowledges support by the Austrian Science Fund (FWF) through a Schrodinger Fellowship (No. J4013-N36). U. J. acknowledges support by the Swiss National Science Foundation (P2EZP2_ 178429).