ORGN 933 |
| Imidazole-substituted metalloporphyrinic compounds are valuable for studies of self-assembly and for applications where water solubility is required. Gaining rational access to imidazolyl-porphyrinic molecules required the development of new protecting group approaches for the polar, reactive imidazole unit. The imidazole was successfully masked by the use of (1) the 2-(trimethylsilyl)ethoxymethyl (SEM) group at the imidazole pyrrolic nitrogen, and (2) a dialkylboron motif bound to the pyrrole of the dipyrromethane and coordinated to the imidazole pyrrolenyl nitrogen. Alkylation of the resulting imidazolyl-porphyrins afforded water-soluble imidazolium-porphyrins. |
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Heterocycles and Aromatics
1:00 PM-4:40 PM, Thursday, 14 September 2006 Moscone Center -- Room 135, Oral
Division of Organic Chemistry |