Self-Assembly and X-Ray Crystal Structures of Novel Sn(IV)Porphyrin Phenolates |
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Authors: | Steven J. Langford Marcia A.-P. Lee Katherine J. Macfarlane Josephine A. Weigold |
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Affiliation: | (1) School of Chemistry, Monash University, Clayton, Victoria, Australia, 3800;(2) Centre for Green Chemistry, Monash Uni-versity, Clayton, Victoria, Australia, 3800 |
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Abstract: | A series of complexes of the type [Sn(TTP)L2] have been prepared by the condensation of [Sn(TTP)OH2] (TTP = meso-tetratolylporphyrin) with a range of substituted phenols. The resulting complexes were characterised using 1H NMR and single crystal X-ray diffraction techniques. In each case, the condensation of the phenols with the Sn(IV)porphyrin in CDCl3 solution is slow (h) but essentially quantitative. The slow kinetics of the formation of the diaxial phenolate complexes allows for the identification, by 1H NMR spectroscopy, of three independent complexes within this process, namely an outer-sphere (H-bonded) complex as well as two independent phenolate complexes. The rate of condensation is in the order phenol 4-methoxyphenol > 4-nitrophenol and suggests a steric rather than pKa dependency. |
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Keywords: | tin(IV)porphyrin phenols coordination x-ray structures molecular recognition |
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