Syntheses of cationic porphyrins and chlorins

Abstract

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.