Abstract
AbstractIrradiation of 2‐phenylbenzimidazole (3) in the presence of methyl acrylate (20 equivalents) using a medium pressure mercury lamp gives methyl 2‐(2‐phenylbenzimidazol‐1‐yl)propionate (4) (75%) whose structure has been confirmed by an X‐ray analysis. A similar reaction using acrylonitrile gave only a low yield (1%) of the corresponding propionitrile derivative 5. A mechanism involving photoexcitation of 2‐phenylbenzimidazole (3) followed by sequential single electron transfer, proton transfer and radical coupling is proposed to account for the formation of the novel photoadducts 4 and 5.
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