The weak interactions of 5-imidazolylmethylphenyl-10,15,20-tri-tert-butylphenylporphydn (1) and 5-imidazolylmethylphenyl-10,15,20-triphenylporphyrin (2) were investigated in chloroform by 1H NMR,UV-Vis and fluorescence spectroscopies, and molecular modeling simulation. The 1H NMR chemical shifts of imidazole in compounds 1 and 2 move upfield compared with that of free imidazole and this shows that intramolecular or intermolecular weak interactions exist in both compounds. Compared with the UV-Vis spectra of compounds 1 and 2 in acetone, their spectra in chloroform show a split Soret band for compound 1, which indicates a weak intramolecular interaction and a red shift of 27 nm for compound 2,which also suggests a weak intermolecular interaction. The fluorescence data supports these results and the data obtained from the molecular simulation are consistent with those of the spectral analyses.%采用1H NMR、紫外-可见(UV-Vis)吸收光谱、荧光光谱和分子模拟方法研究了5-邻咪唑甲基苯基-10,15,20-三对叔丁基苯基卟啉(化合物1)和5-对咪唑甲基苯基-10,15,20-三苯基卟啉(化合物2)在氯仿中的弱相互作用.1H NMR研究表明,相对于自由咪唑而言,化合物1和2的侧链咪唑的质子化学位移均向高场移动,说明两种化合物中存在弱相互作用;对UV-Vis光谱的研究发现,与在丙酮中相比,化合物1在氯仿中的Soret带裂分,说明在化合物1中存在的是分子内的弱相互作用;而化合物2的Soret带则发生27 nm的红移,说明在化合物2中存在的是分子间弱相互作用.对荧光发射光谱的研究支持上述结论.对分子的最低能量构象分析得到了与光谱研究一致的结果.
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