Treatment of vinyl-chlorins 2,4,5 and -porphyrins 8 with N,N-dimethylmethyleneammonium iodide affords the corresponding vinyl-extended Mannich adducts 3,6,7,9; with deuteroporphyrin IX dimethyl ester 10 the product is the bis-Mannich base 11; quaternization of the products is readily accomplished with methyl iodide to afford a general method for synthesis of water-soluble cationic sensitizers for use in photodynamic therapy.
R. K. Pandey, N. W. Smith, F. Shiau, T. J. Dougherty and K. M. Smith, J. Chem. Soc., Chem. Commun., 1991, 1637 DOI: 10.1039/C39910001637
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