In the title compounds, C23H27NO2S, (I), and C21H23NO2S, (II), the pyrrole rings have envelope conformations with the C atom substituted by the benzene ring as the flap. In the third title compound, C20H21NO3S, (III), the isoxazole ring has a twisted conformation on the C-C bond substituted by the benzene ring and the carboxyl-ate group. In all three compounds, the thio-pyran ring has a half-ch...

To investigate the effects of electron-donating and electron-withdrawing substituents upon the reaction of porphyrins with osmium tetraoxide, and the pinacol-pinacolone rearrangement of the resulting diols, a series of meso-substituted porphyrins were prepared by total synthesis. Porphyrins with electron-donating substitutents at the meso-positions gave vic-dihydroxychlorins in which the adjace...

A convenient procedure for the synthesis of 5-(4-acetamidophenyl)-10,15,20tris(4-substituted phenyl) porphyrins from dipyrrolomethane is reported. meso-(4Substituted phenyl) dipyrrolomethanes were obtained in yields of 72-84%. The amide porphyrins were isolated with appreciable yields of 15-17%. Introduction The design of new material systems involves the synthesis of asymmetric porphyrins. Thu...

B3LYP/6-31G(d) optimization of porphyrin, tetraphenylporphyrin and their 21,23-diheteroatom substituted derivatives with O, S, and Se heteroatoms was performed. A planar macrocycle was found in all cases except 21,23-dioxatetraphenylporphyrin which presents only slight deviations from planarity. A Bader analysis uncovers the presence of S-S and Se-Se interactions in the four corresponding heter...