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- W1972237719 abstract "The irradiation of urocanate esters in the presence of benzophenone in acetonitrile with a mercury lamp led to the formation of dimers. Methyl and ethyl urocanate gave a 2:1 mixture of dimethyl or diethyl c-3,t-4-di(1H-imidazol-4-yl)cyclobutane-r-l,t-2-dicarboxylate and dimethyl or diethyl t-3,c-4-di-(1H-imidazol-4-yl)cyclobutane-r-1,t-2-dicarboxylate. The allyl urocanate gave in high yields only of diallyl c-3,t-4-di(1H-imidazol-4-yl)cyclobutane-r-1,t-2-dicarboxylate. The regiochemistry of the reaction can be explained considering the frontier orbital interactions. The stereochemistry of the reaction can be justified on the basis of the ΔHf of the products. In all the cases, the most stable dimers were obtained." @default.
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- W1972237719 date "1998-01-01" @default.
- W1972237719 modified "2023-09-30" @default.
- W1972237719 title "Photochemical dimerization of esters of urocanic acid" @default.
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- W1972237719 doi "https://doi.org/10.1016/s1010-6030(97)00292-x" @default.
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