Abstract
Octamethoxyporphyrin containing multiple-donor substituents has been functionalized for the first time. A large number of its mono-meso-substituted derivatives with substituents such as nitro, amino, N-methylamino, formyl, hydroxymethyl, oxime, cyano and carboxy functional groups have been synthesized and characterized. They form a new class of nonasubstituted porphyrins. Crystallographic studies on the cyano derivative show that the -C N group is in conjugation with the prophyrin π-system. The calculated optical transition energies and the electron densities on the imino nitrogens of the synthesised porphyrins using AMI calculations correlate well with the experimentally observed data. Meso-substituted porphyrins are found to be essentially planar.
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Dedicated to the memory of the late Professor Bhaskar G Maiya
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Panda, P.K., Krishnan, V. Meso-functionalized octamethoxyporphyrins: A new class of nonasubstituted porphyrins. J Chem Sci 117, 73–84 (2005). https://doi.org/10.1007/BF03356100
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DOI: https://doi.org/10.1007/BF03356100