Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran.
Spectrochim Acta A Mol Biomol Spectrosc. 2010 Dec;77(5):994-7. doi: 10.1016/j.saa.2010.08.036. Epub 2010 Sep 21.
Interaction of meso-tetra(4-sulfonatophenyl)porphyrin (H2tppS4) with weak and strong protic acid have been studied by UV-vis spectroscopy in water, dichloromethane and methanol. Different shifts of the Soret and Q(0,0) bands in the three solvents, the aggregation of diprotonated species and the stability of porphyrin-acid adducts in the solution, may be explained by the inter- and intramolecular hydrogen bonds. Whilst, the addition of excess amounts of tetra-n-butylammonium chloride to H2tppS4(Cl)2 in dichloromethane has little to no effect on the UV-vis spectrum of the dication, gradual addition of tetra-n-butylammonium hydrogen sulfate to the dichloromethane solution of H2tppS4(H2SO4)2 leads to the degradation of adducts and the release of porphryin. The results of this study clearly show the crucial role played by hydrogen bonds between the porphyrin diprotonated species and the counter ion in the stability of porphyrin diacids in solution.
已通过紫外-可见光谱法在水、二氯甲烷和甲醇中研究了间-四（4-磺基苯基）卟啉（H2tppS4）与弱酸和强酸的相互作用。在这三种溶剂中，Soret 和 Q(0,0)带的不同位移、二质子化物种的聚集以及溶液中卟啉-酸加合物的稳定性，可以通过分子内和分子间氢键来解释。而在二氯甲烷中向 H2tppS4(Cl)2 中加入过量的四丁基氯化铵对二阳离子的紫外-可见光谱几乎没有影响，但是向 H2tppS4(H2SO4)2 的二氯甲烷溶液中逐渐加入四丁基硫酸氢铵则会导致加合物降解并释放卟啉。这项研究的结果清楚地表明，在溶液中二羧酸卟啉的稳定性中，质子化的卟啉物种与抗衡离子之间的氢键起着至关重要的作用。
