Crystal and molecular structures of some mono-meso-substituted free base and zinc(II)octaalkylporphyrins

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Studies on highly substituted porphyrins bearing eight β-substituents and at least one bulky meso-substitutent have shown that peripheral steric strain leads to considerable macrocycle distortion. While this is well established for porphyrins with dodecasubstitution; the situation is less clear for nonasubstituted porphyrins with meso-substituents such as methyl, aryl or ester groups. In order to further study this situation we have investigated the conformation of nonasubstituted porphyrins with small meso-substitutents by determination of the crystal structures of: 2,3,7,8,12,13,17,18-octaethyl-5-(N-succinimidyl)porphyrin, 1; 2,7,12,17-tetraethyl-3,8,13,18-tetramethyl-5-methoxymethylporphyrin, 2; pyridine (2,7,12,17-tetraethyl-3,8,13,18-tetramethyl-5-methoxymethylporphyrinato) zinc(II), 3; methanol(5-acetoxy-2,7,12,17-tetracthyl-3,8,13,18-tetramethyl-porphyrinato)- zinc(II) methanol solvate, 4; and (2,3,7,8,12,13,17,18-octaethyl-5-methylporphyrinato)zinc(II), 5. The compounds show only small deviations from planarity which might be due to packing effects, however, all compounds show some degree of rhomboic elongation of the porphyrin core.

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Zeitschrift fur Kristallographie

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