@article {4929, title = {Regioselective halogenation and palladium-catalysed couplings on 5,15-diphenylporphyrin}, journal = {Journal of Porphyrins and Phthalocyanines}, volume = {4}, number = {3}, year = {2000}, note = {ISI Document Delivery No.: 302BXTimes Cited: 53Cited Reference Count: 13}, month = {Apr-May}, pages = {228-232}, type = {Article}, abstract = {5,15-Diphenylporphyrin was regiospecifically halogenated in high yield to give 5-iodo-15-bromo-10.20-diphenylporphyrin, which was then subjected to Heck and Stille-type coupling reactions to form unsymmetrically substituted porphyrins. The regioselectivity of the iodination of diphenylporphyrins and subsequent formation of amphiphilic porphyrins via palladium-based methodology was also studied. The utility of this method for the synthesis of photodynamic sensitisers has been demonstrated on AR4-2J rat pancreatic carcinoma cells. Copyright (C) 2000 John Wiley \& Sons, Ltd.}, keywords = {ALKYNYLATION, amphiphiles, CROSS-COUPLING, IODINATION, palladium, PHOTODYNAMIC THERAPY, porphyrins}, isbn = {1088-4246}, url = {://000086346000002}, author = {Shanmugathasan, S. and Johnson, C. K. and Edwards, C. and Matthews, E. K. and Dolphin, D. and Boyle, R. W.} }