Improved Methods for the Synthesis of Porphyrin Alcohols and Aldehydes from Protoporphyrin IX Dimethyl Ester and Their Further Modification

Advances in Metal‐Free Heterocycle‐Based Columnar Liquid Crystals

“…Velasco and co‐workers reported the synthesis of unsymmetrical β‐polysubstituted porphyrin employing few reaction steps 84. Compound 70 was prepared according to the method reported in literature85 from Hemin‐IX ( 69 ; Scheme ). Base‐catalyzed hydrolysis of compound 70 gave the corresponding tetraacid 71 , which on esterification with 3,5‐didodecyloxy phenol 68 yielded the target compound 72 .…”

High sensitivity of the fluorine NMR signals of difluorovinyl analogs of natural hemin: reconstituted heme proteins and self‐exchange electron transfer in model compounds

“…Later, it was possible to obtain with good yields the bis(difluorovinyl)protoporphyrin using the recently reported preparation of 2,4-diformylporphyrin. 27 The 19 F NMR data for difluoroporphyrin metal complexes are given in Table 1. The assignment was based on the results obtained with purified isomers and coupling constant analysis.…”

“…This prompted us to retain the previously reported bis(difluorovinyl)protoporphyrin. 22 Using a recent improvement in the synthesis of bis(diformyl)deuteroporphyrin, 27 the fluorinated hemin was easily prepared. In order to evaluate this fluorinated porphyrin as a 19 F NMR probe for heme proteins, several myoglobin complexes were prepared.…”

Possible Origin for Porphin Derivatives in Prebiotic Chemistry – A Computational Study

“…Porphyrins are present as geological deposits on Earth (Zrineh et al, 1995), and the organic synthesis of porphyrin systems is an active field (Paganuzzi et al, 1999;Kahl et al, 1997;Cho et al, 1999), as is a study of their physical properties and use in photocells (Kim et al, 2001;Li et al, 1998).…”