448-71-5Relevant academic research and scientific papers
Synthesis and Geometry Determination of Cofacial Diporphyrins. EPR Spectroscopy of Dicopper Diporphyrins in Frozen Solutions
Eaton, Sandra S.,Eaton, Gareth R.,Chang, C. K.
, p. 3177 - 3184 (1985)
Frozen solution EPR spectra have been obtained for the dicopper complexes of six covalently linked diporphyrins whose synthesis is also described.The distance between the copper atoms in the diporphyrins was determined from the ratio of the intensity of the half-field transitions to the intensity of the allowed transitions and by computer simulation of the spectra.The values obtained by the two methods were in good agreement and ranged from 4.1 to 5.6 Angstroem.The porphyrin planes were parallel within experimental uncertainty.The angle between the interspin vector and the normal to the porphyrin planes (slip angle) was determined by computer simulation of the spectra and values ranged from 20 degree to 45 degree.For the majority of the diporphyrins the separation between the porphyrin planes was 3.9 +/- 0.1 Angstroem.In an anthracene pillared diporphyrin the interplanar separation was 4.6 Angstroem.These results were compared with those determined from crystal structures.Although there was no short bond pathway between the two copper atoms, the simulations of the spectra indicated that the absolute value of the copper-copper exchange interaction, J, was >0.3 cm-1.
Studies on the tetramerization of substituted monopyrroles to type I porphyrins
Pichon-Santander,Scott
, p. 6967 - 6969 (2007/10/03)
Investigation of the tetramerization of pyrroles bearing two different electron-donating groups as substituents led to the rapid preparation under slightly acidic conditions of a porphyrin analog family with a high ratio of type I isomer for enzymatic act
Structurally controlled porphyrin-aggregation process in phospholipid membranes
Borovkov, Victor V.,Anikin, Michael,Wasa, Kiyotaka,Sakata, Yoshiteru
, p. 477 - 482 (2007/10/03)
Structurally controlled aggregation course for five porphyrins (etioporphyrin [EP], 5-mono- and 5,15-di-[p-tolyl]etioporphyrin [TP and DTP], 5,10,15,20-tetrakis[p-tolyl]porphin [TTP], and 5,10,15,20-tetrakis[3,5-di-tert-butylphenyl]porphin [TBP]) in dipal
Syntheses of type-I porphyrins via monopyrrole tetramerization
Nguyen, Liem T.,Smith, Kevin M.
, p. 7177 - 7180 (2007/10/03)
Treatment of 2-[(N,N-dialkylamino)methyl]pyrrole-5-carboxylic acids (e.g. 10,12 or 11,13) in methanol with K3Fe(CN)6 gives type-I porphyrins (etioporphyrin-I 7, coproporphyrin-I tetramethyl ester 16, respectively); with pyrroles 10,12 the product 7 is contaminated with about 8% of other type-isomer(s).
Syntheses and catalytic activities of new cytochrome P-450 model compounds. Effect of peptide chains
Ohkatsu,Watanabe,Goto,Wakita
, p. 742 - 747 (2007/10/02)
As cytochrome P-450 model compounds with structures similar to heme proteins, we designed and synthesized novel porphyrin iron (III) chloride complexes, 11 and 12, which have three peptide chains (3PCs) and four peptide chains (4PCs), and evaluated their catalytic activities. The asymmetric porphyrin complexes are derived from etioporphyrin and peptide chains equivalent to proteins were provided by ring-opening polymerization of N-carboxy L-amino acid anhydride (L-Phe-NCA, γ-BLG-NCA, and N(ε)-benzyloxycarbonyl-L-Lys-NCA) initiated by amino groups on meso positions. The new asymmetric porphyrin complex, 11 or 12, was used for asymmetric epoxidations of styrene as is done by cytochrome P-450. The iron complex achieved the induction of asymmetry, although it has no special conformation, and gave S-styrene oxide in excess (ca. 60%ee). It was found, furthermore, that asymmetric induction was affected by the kind of amino acid residue, the number of peptide chains, and length of peptide chains.
Cyclotetramerization of modified Knorr pyrroles into porphyrins. A reinvestigation.
Jeandon, C.,Callot, H. J.
, p. 625 - 629 (2007/10/02)
The tetramerization of 3-ethyl-4-methyl-5-(methoxymethyl)pyrrole derivatives into is reinvestigated.This study demonstaretes that in most cases the starting material were misidentified and that, under controlled conditions, the pyrrole redistribution reac
Oxidation of 2,7,12,17-tetraethyl-3,8,13,18-tetramethyl-21H,23H-porphine with acidic hydrogen peroxide
Chauhan, S M S,Vijayarahavan, B
, p. 1104 - 1107 (2007/10/02)
The oxidation of 2,7,12,17-tetraethyl-3,8,13,18-tetramethyl-21H,23H-porphine (2) with 3percent H2O2 in conc. sulphuric acid at -5 deg C gives 3,7,12,17-tetraethyl-3,8,13,18-tetramethyl-2-oxo-2,3-dihydro-22H,24H-porphine (4) in 6.0percent yield, whereas the oxidation of 2 with 6percent H2O2 under similar reaction conditions gives 3,8,12,17-tetraethyl-3,8,13,18-tetramethyl-2,7-dioxo-2,3,7,8-tetrahydro-23H,24H-porphine (6) and 2,8,12,17-tetraethyl-2,8,13,18-tetramethyl-3,7-dioxo-2,3,7,8-tetrahydro-23H,24H-porphine (7) in 3.7 and 1.2percent yields respectively, in addition to 4 which is obtained in 1.3percent yields.
A New Synthesis of Porphyrins via Tetramerization of 2-(Hydroxymethyl)pyrroles
Ono, Noboru,Maruyama, Kazuhiro
, p. 1237 - 1240 (2007/10/02)
Acid catalyzed cyclization of 2-(hydroxymethyl)pyrroles with electron-donating substituents at the β-position gives a mixture of four isomers of porphyrins (type I-IV) in the homogeneous reaction.The isomerization during cyclization can be minimized in th
