Conversion of Ni(II)-allylporphyrins to alpha,beta-unsaturated formylporphyrins via a nickel-promoted reaction |
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| Authors: | Horn Sabine Sergeeva Natalia N Senge Mathias O |
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| Affiliation: | School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity College Dublin, Dublin 2, Ireland. |
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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. |
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