Benzophenone as a cheap and effective photosensitizer for the photocatalytic synthesis of dimethyl cubane-1,4-dicarboxylate
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The key intramolecular [2 + 2] photochemical cycloaddition step in the synthesis of dimethyl cubane-1,4-dicarboxylate is performed with substoichiometric amounts of the photosensitizer benzophenone. The reaction proceeds via a Dexter energy transfer process between the triplet excited state benzophenone and a well-known cubane precursor diene. The use of the cheap and widely available benzophenone as the photosensitizer enables lower energy light to be used than the traditional photochemical process.
Prentice , C , Martin , A E , Morrison , J J , Smith , A D & Zysman-Colman , E 2023 , ' Benzophenone as a cheap and effective photosensitizer for the photocatalytic synthesis of dimethyl cubane-1,4-dicarboxylate ' , Organic & Biomolecular Chemistry , vol. 21 , no. 16 , pp. 3307-3310 . https://doi.org/10.1039/D3OB00231D
Organic & Biomolecular Chemistry
Copyright © 2023 The Author(s). Open Access. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
DescriptionThe authors thank AstraZeneca and the University of St Andrews for funding (CASE studentship C.P.).
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