62562-74-7Relevant academic research and scientific papers
Methyl Deuteration Reactions in Vinylporphyrins: Protoporphyrins IX, III, and XIII
Smith, Kevin M.,Parish, Daniel W.,Inouye, Warren S.
, p. 666 - 671 (1986)
Base-catalyzed deuteration of the methyl groups in protoporphyrin IX dimethyl ester (1) proceeds with differential deuteration; rate of deuteration, as measured by NMR spectroscopy of reaction products, follows the order 3-Me > 1-Me >5-Me >8-Me.A simple q
Transformation of a monovinylporphyrin to benzoporphyrins via Diels-Alder adducts
Yon-Hin,Wijesekera,Dolphin
, p. 6135 - 6138 (2007/10/02)
A β-unsubstituted-β'-vinylporphyrin has been synthesized which reacted with an excess of acetylenedicarboxylate ester to give monobenzoporphyrins in high yield. Evidence that suggests an isomerization of the initial adduct to a new porphyrin enroute to the benzoporphyrin is presented.
Total Syntheses of Derivatives of Protoporphyrin IX Regioselectively Labeled with Carbon-13 in the Methyls
Smith, Kevin M.,Fujinari, Eugene M.,Pandey, Ravindra K.,Tabba, Hani D.
, p. 4667 - 4676 (2007/10/02)
Total syntheses, from monopyrroles via tripyrrenes and a,c-biladienes, of the four isomers 2-5 of protoporphyrin IX dimethyl ester in which the 1-, 3-, 5-, and 8-methyl groups are individually and regioselectively enriched with carbon-13 are described.The source of labeled carbon was 90percent carbon-13-enriched paraformaldehyde, and methyls were inserted at the monopyrrole stage by reductive C-alkylation.The carbon-13-labeled porphyrins, as the corresponding hemes, are of interest as probes in carbon-13 NMR spectroscopic studies of reconstituted heme proteins.
