Effect of structural and electronic properties of substituents on the metal porphyrin formation kinetics

5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin was synthesized and the kinetics of its coordination to zinc acetate was studied in comparison with previously studied β-octamethylporphyrin, β-octaphenylporphyrin, 5,10,15-triphenyl-2,3,7,8,12,13,17,18-octamethylporphyrin, and 5,10,15,20-tetraphenyl-2,3,7,8,12,13,17,18-octamethylporphine. The effect of structural and electronic properties of substituents on the kinetics of formation of metal porphyrins is analyzed. It is shown that the properties of 5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin are determined by both strong electron-withdrawing influence of three nitro groups and by the distortion of the planar structure of the tetrapyrrole macrocycle.