@article {1527,
	title = {A simple, catalytic H-2-hydrogenation method for the synthesis of fine chemicals; hydrogenation of protoporphyrin IX dimethyl ester},
	journal = {Tetrahedron Letters},
	volume = {47},
	number = {29},
	year = {2006},
	note = {ISI Document Delivery No.: 058XJTimes Cited: 2Cited Reference Count: 61Reboucas, Julio S. James, Brian R.},
	month = {Jul},
	pages = {5119-5122},
	type = {Article},
	abstract = {A conceptually simple H-2-hydrogenation protocol is introduced for the high-yield preparation of a natural product derivative. Protoporphyrin IX dimethyl ester is hydrogenated to the mesoporphyrin analogue in N,N-dimethylacetamide under H-2 (1 atm) at 80 degrees C within 30 min. The reaction is catalyzed by commercial RUCl3, without the need for the use of phosphine- and/or carbene-based ligands. (c) 2006 Elsevier Ltd. All rights reserved.},
	keywords = {ASYMMETRIC CATALYSIS, CARBON-MONOXIDE, COMPLEXES, HEME OXYGENASE-1, HORSERADISH-PEROXIDASE, MESOPORPHYRIN, METALLOPORPHYRINS, NUCLEAR-MAGNETIC-RESONANCE, PORPHYRIN, RUTHENIUM(II) MYOGLOBIN},
	isbn = {0040-4039},
	url = {<Go to ISI>://000238697600028},
	author = {Reboucas, J. S. and James, Brian R.}
}
@article {776,
	title = {Ni(III) complex of an N-confused porphyrin inner C-oxide},
	journal = {Inorganic Chemistry},
	volume = {42},
	number = {25},
	year = {2003},
	note = {ISI Document Delivery No.: 752LRTimes Cited: 21Cited Reference Count: 15},
	month = {Dec},
	pages = {8125-8127},
	type = {Article},
	abstract = {{novel, structurally characterized Ni(III) complex of an N-confused porphyrin inner C-oxide has been synthesized from the oxidation of a Ni(II) N-confused porphyrin using OsO4. Crystal data: C53H40N5NiO.CH2Cl2, monoclinic, space group P2/a (No. 13)},
	keywords = {CHEMISTRY, ISOMER, METALLOPORPHYRINS, NICKEL(II), OXIDATION, STRUCTURAL CHARACTERIZATION},
	isbn = {0020-1669},
	url = {<Go to ISI>://000187162900002},
	author = {Xiao, Z. W. and Patrick, B. O. and Dolphin, D.}
}
@article {754,
	title = {Synthesis and characterization of beta-trifluoromethyl-meso-tetraphenylporphyrins},
	journal = {Journal of Organic Chemistry},
	volume = {68},
	number = {5},
	year = {2003},
	note = {ISI Document Delivery No.: 651PVTimes Cited: 18Cited Reference Count: 59},
	month = {Mar},
	pages = {1892-1900},
	type = {Article},
	abstract = {beta-Trifluoromethyl-meso-tetraphenylporphyrins were synthesized to investigate the electronic and steric effects of the trifluoromethyl groups on the macrocycle. Preparation of these novel porphyrins was carried out by copper-assisted trifluoromethylation of beta-tetrabromo-meso-tetraphenylporphyrin metal complexes and in situ generated CF3Cu. For comparison, the beta-methyl analogues were also prepared. Analysis of beta-trifluoromethylporphyrins by UV-vis, NMR, and cyclic voltammetry (CV) showed that the electron-withdrawing effects of the trifluoromethyl groups on the antipodal pyrroles required the macrocycle to take a fixed 18pi-electron pathway. UV-vis, CV, and molecular modeling studies suggest that the novel porphyrins are distorted following introduction of trifluoromethyl groups onto the pyrrolic beta-position of meso-tetraphenylporphyrin. The pK(a) difference of beta-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin from that of DBU in CH2Cl2, obtained by spectrophotometric titration, affirms that it is one of the most electron-deficient porphyrins so far prepared.},
	keywords = {BROMINATED-PYRROLE TETRAPHENYLPORPHYRIN, COMPLEXES, EFFICIENT CATALYSTS, ELECTROCHEMISTRY, ELECTRON-DEFICIENT PORPHYRINS, HYDROXYLATION, METALLOPORPHYRINS, REDOX POTENTIALS, SUBSTITUENTS, X VARIES},
	isbn = {0022-3263},
	url = {<Go to ISI>://000181329900033},
	author = {Terazono, Y. and Dolphin, D.}
}
@article {753,
	title = {Synthesis of the hemin of beta-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin and its evaluation as a P-450 mimic},
	journal = {Inorganica Chimica Acta},
	volume = {346},
	year = {2003},
	note = {ISI Document Delivery No.: 660EJTimes Cited: 4Cited Reference Count: 24},
	month = {Mar},
	pages = {261-264},
	type = {Article},
	abstract = {The hemin of beta-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin has been synthesized. Conventional methods for iron insertion failed; iron in low oxidation states (0 or II) brought about reduction of the macrocycle and Fe(III) failed to insert. Thus, insertion of iron into the macrocycle required the formation of the lithium complex, from lithium bis(trimethylsilyl)amide, followed by ferrous chloride. The novel hemin was tested as a catalyst for oxidations of cyclohexane and cyclohexene using iodosylbenzene as an oxidant and was found to be ineffective. (C) 2002 Elsevier Science B.V. All rights reserved.},
	keywords = {CATALYSIS, CATALYSTS, cytochrome P-450, ELECTROCHEMISTRY, METALLOPORPHYRINS, OXIDATION, PORPHYRIN, porphyrins, POSITIONS, POTENTIALS},
	isbn = {0020-1693},
	url = {<Go to ISI>://000181820600033},
	author = {Terazono, Y. and Dolphin, D.}
}
@article {4214,
	title = {Novel and improved syntheses of 5,15-diphenylporphyrin and its dipyrrolic precursors},
	journal = {Journal of Porphyrins and Phthalocyanines},
	volume = {2},
	number = {6},
	year = {1998},
	note = {ISI Document Delivery No.: 209DJTimes Cited: 53Cited Reference Count: 66},
	month = {Nov-Dec},
	pages = {455-465},
	type = {Article},
	abstract = {Optimized syntheses of 5,15-diphenylporphyrin (DPP, 1) and its dipynolic precursors are described. A novel procedure for the synthesis of dipyrromethane (2), prepared by hydrodesulfurization of the corresponding di-2-pyrrolylthione (8), is presented, as well as an improved method to isolate large quantities of 5-phenyldipyrromethane (4), prepared by the acid-catalysed condensation of pyrrole with benzaldehyde. These dipyrromethanes are key reagents in two high-yield (2+2)-type syntheses of DPP. 5-Phenyldipyrromethane was formylated to provide 1-formyl- (11) and 1,9-diformyl-5-phenyldipyrromethane (12), and reduction of 11 provided the corresponding hydroxymethyl compound 13, These compounds (11-13), however, were much less efficient precursors to DPP. Two polypyrrolic compounds, 1,1,2,2-dipyrrolylethane (9) and 5,10-diphenyltripyrrane (10), potentially useful for the synthesis of porphyrinic macrocycles, were isolated as side-products during the dipyrromethane and 5-phenyldipyrromethane syntheses. (C) 1998 John Wiley \& Sons, Ltd.},
	keywords = {1, 10-diphenyltripyrrane, 2, 2+2 synthesis, 2-tetrapyrrolylethane, 5, 5-phenyldipyrromethane, ARYLPORPHYRINS, BIPHENYL, CHEMISTRY, COMPLEXES, dipyrromethane, macrocycles, MESO, meso-diphenylporphyrin synthesis, MESOSUBSTITUTED PORPHYRINS, METALLOPORPHYRINS, STEPWISE SYNTHESES, SUBSTITUTED PORPHYRIN},
	isbn = {1088-4246},
	url = {<Go to ISI>://000081032700001},
	author = {Bruckner, C. and Posakony, J. J. and Johnson, C. K. and Boyle, R. W. and James, Brian R. and Dolphin, D.}
}
@article {4304,
	title = {Oxidation of 2-methylpyrroles with perchlorinated iron(III) metalloporphyrin catalysts: a versatile synthesis of symmetric and asymmetric dipyrromethanes},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {76},
	number = {10},
	year = {1998},
	note = {ISI Document Delivery No.: 156LMTimes Cited: 0Cited Reference Count: 22},
	month = {Oct},
	pages = {1467-1473},
	type = {Article},
	abstract = {A variety of substituted 2-methylpyrroles (3-8) were oxidized using the metalloporphyrin catalysts iron(III) meso-tetra(2, 6-dichloro-3-sulphonatophenyl)-beta-octachloroporphyrin chloride 1 and iron(III) meso-tetra(2,6-dichlorophenyl)-beta-octachloroporphyrin chloride 2 under very mild conditions. Treatment of the resulting allylic alcohols 3a-8a with alpha-free pyrroles 9 and 10 resulted in a very efficient synthesis of the corresponding dipyrromethanes 3b-8b and 3c-8c. Furthermore, the above allylic alcohols when treated with furfurylamine produced the novel (2-furylmethyl)-2-pyrrolylmethylamines 3d-8d.},
	keywords = {catalytic oxidation, dipyrromethanes, EPOXIDATIONS, HYDROXYLATION, iodosylbenzene, METALLOPORPHYRINS, polyhalogenated porphyrins, PYRROLES, TETRAPHENYLPORPHYRINS},
	isbn = {0008-4042},
	url = {<Go to ISI>://000078002800017},
	author = {Karunaratne, V. and Dolphin, D.}
}
@article {3944,
	title = {Polyhaloporphyrins: Unusual ligands for metals and metal-catalyzed oxidations},
	journal = {Accounts of Chemical Research},
	volume = {30},
	number = {6},
	year = {1997},
	note = {ISI Document Delivery No.: XE058Times Cited: 283Cited Reference Count: 63},
	month = {Jun},
	pages = {251-259},
	type = {Review},
	keywords = {halogenated porphyrins, HYDROGEN-PEROXIDE, HYDROXYLATION, Iron(III), IRON-PORPHYRIN COMPLEXES, manganese porphyrins, METALLOPORPHYRINS, MODEL SYSTEMS, porphyrins, SATURATED-HYDROCARBONS, TERT-BUTYL HYDROPEROXIDE},
	isbn = {0001-4842},
	url = {<Go to ISI>://A1997XE05800004},
	author = {Dolphin, D. and Traylor, T. G. and Xie, L. Y.}
}
@article {3850,
	title = {Porphyrins bearing halogens at the meso-phenyl and beta-pyrrolic positions: Synthesis and spectral properties},
	journal = {Bulletin De La Societe Chimique De France},
	volume = {133},
	number = {7-8},
	year = {1996},
	note = {ISI Document Delivery No.: VN339Times Cited: 27Cited Reference Count: 58},
	pages = {765-775},
	type = {Article},
	abstract = {The synthesis of symmetrical porphyrins chlorinated at both ortho positions of the meso-aryl substituents, and the chlorination and bromination of the beta-pyrrole positions is reported. The beta-chlorination of meso-tetraphenylporphyrin via its nickel(II) complex is also described. In addition, we communicate the first perchlorination of tetramesitylporphyrin, where halogen substitution occurred at the beta-pyrrolic positions as well as at both the vacant meta positions of the trimethylphenyl groups. The iron complexes of these various polyhalogenated porphyrins are also described, since they are robust and efficient catalysts in oxidation reactions.},
	keywords = {6-dichlorophenyl) porphyrin, bromination, CATALYST, CHLORINATION, COMPLEXES, EASY ACCESS, EFFICIENT CATALYSTS, EPOXIDATION, home, iron porphyrin, IRON(III) PORPHYRINS, METALLOPORPHYRIN, METALLOPORPHYRINS, OXIDATION, SELECTIVE AIR-OXIDATION, TETRAARYLPORPHYRINS, tetrakis(2, TETRAMESITYLPORPHYRIN, TETRAPHENYLPORPHYRINS},
	isbn = {0037-8968},
	url = {<Go to ISI>://A1996VN33900018},
	author = {Wijesekera, T. and Dupre, D. and Cader, M. S. R. and Dolphin, D.}
}
@article {3118,
	title = {PORPHYRIN CHEMISTRY PERTAINING TO THE DESIGN OF ANTICANCER DRUGS .2. THE SYNTHESIS AND IN-VITRO TESTS OF WATER-SOLUBLE PORPHYRINS CONTAINING, IN THE MESO POSITIONS, THE FUNCTIONAL-GROUPS - 4-METHYLPYRIDINIUM, OR 4-SULFONATOPHENYL, IN COMBINATION WITH PHEN},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {72},
	number = {12},
	year = {1994},
	note = {ISI Document Delivery No.: QC582Times Cited: 38Cited Reference Count: 46},
	month = {Dec},
	pages = {2447-2457},
	type = {Article},
	abstract = {Water-soluble, meso-substituted porphyrins are synthesized by sulfonation or methylation of the phenyl or pyridyl groups, respectively, of some non-water-soluble functionalized porphyrins that we have recently synthesized (Can. J. Chem. 72, 1894 (1994)). Twelve anionic sulfonated and seven cationic methylpyridinium porphyrins, usually containing other functional groups (phenyl, pyridyl, nitro- and amino-phenyl), are reported on. Twelve of these porphyrins are new, and all nineteen porphyrins are characterized by H-1 NMR. UV-VIS data are presented for the isolated porphyrins, while mass spectral data are noted for selected compounds. Partition coefficients of the porphyrins in octanol-water, and the accumulation of the porphyrins in HT-29 cells of a human-cancer tumor, were measured and both were inversely related to the charges of the porphyrins. The 11 porphyrins soluble in biological buffer solutions are basically nontoxic to Chinese hamster ovary (CHO) cells in oxic or hypoxic conditions or to aerobic HT-29 cells at the 100 mu M concentration used (which is sometimes limited by solubility). No significant X-ray radiosensitization was observed for selected porphyrins toward CHO cells at the 100 mu M concentrations used, but some photosensitized cell kill (using 630 nm light) was observed using the disodium salt of 5,10-bis(4-pyridyl)-15,20-bis(4-sulfonatophenyl)porphyrin (24).},
	keywords = {AGGREGATION, CATIONIC PORPHYRIN, CELLULAR DELIVERY, COMPLEXES, DERIVATIVES, DNA, ENHANCEMENT, INTERCALATION, METALLOPORPHYRINS, PHOTOSENSITIZATION},
	isbn = {0008-4042},
	url = {<Go to ISI>://A1994QC58200011},
	author = {Meng, G. G. and James, Brian R. and Skov, K. A. and Korbelik, M.}
}
@article {3119,
	title = {PORPHYRIN CHEMISTRY PERTAINING TO THE DESIGN OF ANTICANCER DRUGS .1. THE SYNTHESIS OF PORPHYRINS CONTAINING MESO-PYRIDYL AND MESO-SUBSTITUTED PHENYL FUNCTIONAL-GROUPS},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {72},
	number = {9},
	year = {1994},
	note = {ISI Document Delivery No.: PJ994Times Cited: 37Cited Reference Count: 46},
	month = {Sep},
	pages = {1894-1909},
	type = {Article},
	abstract = {Condensation of pyrrole with a benzaldehyde and 4-pyridinecarboxaldehyde mixture yields the six possible meso-substituted phenyl or pyridyl porphyrins. Nitration of four of these has yielded 13 other porphyrins containing one to four 4-nitrophenyl moieties, and SnCl2 reduction of eight of these nitrophenylporphyrins gives the corresponding 4-aminophenyl(phenyl)- or 4-aminophenyl(phenyl)(4-pyridyl)porphyrins. Twelve of the porphyrins are new, but all 27 are fully characterized by H-1 NMR; resonances for every proton within each of the phenyl, pyridyl, and pyrrole rings are assigned. Trends in UV-VIS data are discussed, while IR and mass spectral data are noted for selected porphyrins.},
	keywords = {METALLOPORPHYRINS, MODEL, NUCLEAR MAGNETIC-RESONANCE, OXYGEN, TETRAARYLPORPHYRINS, TUMORS},
	isbn = {0008-4042},
	url = {<Go to ISI>://A1994PJ99400002},
	author = {Meng, G. Z. G. and James, Brian R. and Skov, K. A.}
}
