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

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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

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Publication details

The article was received on 21 Mar 2019, accepted on 23 Apr 2019 and first published on 24 Apr 2019


Article type: Research Article
DOI: 10.1039/C9QO00409B
Org. Chem. Front., 2019, Advance Article

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    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, Advance Article , DOI: 10.1039/C9QO00409B

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