Laboratório de Fotoquímica, Instituto de Química, Universidade Federal de Uberlândia, P.O. Box 593, CEP 38400-902 Uberlândia, Minas Gerais, Brazil.
Molecules. 2011 Jul 8;16(7):5807-21. doi: 10.3390/molecules16075807.
An imidazolium tetrasubstituted cationic porphyrin derivative (the free base and its Zn(II) complex) with five-membered heterocyclic groups in the meso-positions were synthesized using microwave irradiation, and the compounds obtained characterized by (1)H-NMR and mass spectrometry. We observed that under microwave irradiation the yield is similar to when the synthesis is performed under conventional heating, however, the time required to prepare the porphyrins decreases enormously. In order to investigate the electronic state of these compounds, we employed UV-Vis and fluorescence spectroscopy combined with quantum chemical calculations. The results reveal the presence, in both compounds, of a large number of electronic states involving the association between the Soret and a blue-shifted band. The Soret band in both compounds also shows a considerable solvent dependence. As for emission, these compounds present low quantum yield at room temperature and no solvent influence on the fluorescence spectra was observed.
采用微波辐射法合成了具有五元杂环取代基的meso-位四取代咪唑阳离子卟啉衍生物（自由碱基及其 Zn(II) 配合物），并用（1）H-NMR 和质谱对所得化合物进行了表征。我们发现，在微波辐射下，产率与常规加热下的合成相似，但制备卟啉所需的时间大大缩短。为了研究这些化合物的电子态，我们采用了紫外可见光谱和荧光光谱结合量子化学计算的方法。结果表明，在这两种化合物中，存在大量涉及 Soret 带和蓝移带之间缔合的电子态。这两种化合物的 Soret 带也表现出相当大的溶剂依赖性。对于发射，这些化合物在室温下量子产率较低，并且观察到溶剂对荧光光谱没有影响。
