Issue 12, 2019

Unusual structural changes as a result of weathering benzofuran-based diarylethenes in simulated sunlight

Abstract

While the products that result from photochemical degradation of thiophene-based diarylethenes have been documented, those from the benzofuran counterparts have been less extensively studied. In this article, we present two unusual and yet to be reported degradation products of a dialkoxybenzofuran derivative, characterized by a combination of spectroscopy techniques and X-ray crystallography. We show that these products are generated by due to the specific substitution position of the alkoxy groups on the benzofuran heterocycle. We also propose reasonable mechanisms for the degradation pathways and products formation, which are supported by equivalent studies using isomeric monoalkoxy versions.

Graphical abstract: Unusual structural changes as a result of weathering benzofuran-based diarylethenes in simulated sunlight

Supplementary files

Article information

Article type
Research Article
Submitted
21 Mar 2019
Accepted
23 Apr 2019
First published
24 Apr 2019

Org. Chem. Front., 2019,6, 1961-1966

Unusual structural changes as a result of weathering benzofuran-based diarylethenes in simulated sunlight

T. Wu, J. Senior, G. Bremner, J. Finden and N. R. Branda, Org. Chem. Front., 2019, 6, 1961 DOI: 10.1039/C9QO00409B

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