| Title | Regioselective halogenation and palladium-catalysed couplings on 5,15-diphenylporphyrin |
| Publication Type | Journal Article |
| Year of Publication | 2000 |
| Authors | Shanmugathasan, S, Johnson, CK, Edwards, C, Matthews, EK, Dolphin, D, Boyle, RW |
| Journal | Journal of Porphyrins and Phthalocyanines |
| Volume | 4 |
| Pagination | 228-232 |
| Date Published | Apr-May |
| Type of Article | Article |
| ISBN Number | 1088-4246 |
| Keywords | ALKYNYLATION, amphiphiles, CROSS-COUPLING, IODINATION, palladium, PHOTODYNAMIC THERAPY, porphyrins |
| 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. |
| URL | <Go to ISI>://000086346000002 |
