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Paper | Regular issue | Vol 75, No. 7, 2008, pp.1711-1723
Published online, 14th March, 2008
DOI: 10.3987/COM-08-11361
Ring Current Models of Porphyrin and Conformational Analysis of the Dicarboxylate Complex of SNIV Porphyrin

Hajime Iwamoto* and Yoshimasa Fukazawa*

*Department of Chemistry, Graduate School of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima 739-8526, Japan


Several models for the porphyrin ring current effect are constructed based on a classical line current approximation and their performances in reproducing the observed induced shifts of ligand protons in SnIV(porphyrin) dicarboxylate complexes are compared. A new model is selected and it is found that the diamagnetic ring current running on the inner 16π-electron circuit of the porphyrin is the main contributor together with a minor paratropic ring current on the outer 20π-electron circuit. Conformational analyses of bis(biphenyl carboxylate) complexes of SnIV(tetraphenylporphyrin) in solution were carried out with this porphyrin ring current effect model.