Formylation of iron(III) porphyrins and chlorins of natural origin
- 1 January 1970
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- Vol. 7 (7) , 903-910
- https://doi.org/10.1039/j39700000903
Abstract
Iron(III) porphyrins and chlorins are convenient starting materials for the preparation of labile formylated derivatives by the Vilsmeier procedure. Porphyrins and chlorins bearing vinyl substituents yield 3-oxoprop-1-enyl derivatives. Both cis- and trans-isomers are formed, the latter predominating. Relative reactivities appear to be vinyl > meso-proton > β-proton. The n.m.r. and visible spectra of the products of formylation of deuteroporphyrin IX, mesoporphyrin IX, protoporphyrin IX, chlorin-e6 and isochlorin-e4methyl esters are compared with the spectra of other formylporphyrins and chlorins.Keywords
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