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American Chemical Society, Journal of Organic Chemistry, 14(72), p. 5414-5417, 2007

DOI: 10.1021/jo070550g

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Conversion of Ni(II)-Allylporphyrins to α,β-Unsaturated Formylporphyrins via a Nickel-Promoted Reaction

Journal article published in 2007 by Sabine Horn, Natalia N. Sergeeva, Mathias O. Senge ORCID
This paper is available in a repository.
This paper is available in a repository.

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Abstract

A new route to alpha,beta-unsaturated formylporphyrins begins with the synthesis of allyl-substituted porphyrins via the Suzuki cross-coupling reaction of bromoporphyrins and allylboronic acid pinacol ester in 50-95% yield. Treatment of allyl-substituted porphyrins with nickel acetate in N,N-dimethylformamide (DMF) then affords mono- and diacroleinylporphyrins in up to 70% yield.