@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.}
}
