Abstract

Various σ-vinyl( meso-tetraarylporphyrin)iron(III) complexes have been obtained by reaction of the vinylic Grignard reagents R 1R 2CCHMgBr (R 1  R 2  C 6H 5, R 1  R 2  CH 3, R 1  H, R 2 n-C 4H 9 and R 1  n-C 4H 9, R 2  H) with Fe III( meso-tetraarylporphyrin)(ClO 4 complexes. The N-vinyl porphyrins derived from these σ-vinyl(porphyrin)iron(III) complexes by monoelectronic FeCl 3 oxidation were isolated and completely characterized. This two-step route from vinylic Grignard reagents to the corresponding N-vinylporphyrins occurs with retention of the stereochemistry of the double bond of the starting organometallic compound. It is highly probable that each of the two steps involved occurs with retention of this stereochemistry.

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