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Methyl (α-naphthyl) acrylates bearing an ortho-substituent with a hydrogen atom produce naphthocyclobutenes upon Ir(Fppy)3-mediated photosensitization. This reaction can be described as a carbon analogue of the Norrish-Yang reaction: upon triplet… Click to show full abstract
Methyl (α-naphthyl) acrylates bearing an ortho-substituent with a hydrogen atom produce naphthocyclobutenes upon Ir(Fppy)3-mediated photosensitization. This reaction can be described as a carbon analogue of the Norrish-Yang reaction: upon triplet excitation of the acrylate a 1,5-HAT results in a 1,4-diradical which forms the cyclobutene. Diastereoselectivities up to >20:1 were observed for the ring-closure reaction.
Keywords:
naphthocyclobutenes naphthyl;
naphthyl acrylates;
acrylates visible;
visible light;
synthesis naphthocyclobutenes;
light energy
Journal Title: Organic letters
Year Published: 2019
Link to full text (if available)
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Journal Title: Organic letters
Year Published: 2019
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!