Synthesis and characterization of 4-chlorobutyl ester of 5-(8-carboxyl-1-naphthyl)-10,15,20-triphenyl-porphyrin and its zinc complex

In the presence of Brønsted–Lowry acids (phenol or dry HCl), the acyl chloride, which was obtained by the reaction between 5-(8-carboxyl-1-naphthyl)-10,15,20-triphenyl-porphyrin (CNTPP) and oxalyl chloride, reacted with tetrahydrofuran and led to the 4-chlorobutyl ester, P1, as the result of the acylative cleavage. P1 and its zinc complex [ZnP1] have been characterized by ¹H NMR. The structure of [ZnP1] was obtained by X-ray crystallography. Zinc is coordinated by four pyrrole nitrogens. The 8-position substituent, a 4-chlorobutyl ester group, lies above the porphyrin plane.