胡椒醛缩合卟啉化合物的合成及其光谱性能

以胡椒醛及羟基芳香醛为原料与吡咯在丙酸中回流,合成了6种卟啉化合物,其结构用1HNMR,IR,UV-V is和ESI-MS确定。与四苯基卟啉(TPP)相比,胡椒醛的引入增大了卟啉环的共轭性,使几种化合物的光学吸收波长均发生不同程度的红移,其中,Soret带最大红移11 nm;同时,胡椒醛的引入缩小了基态与激发态之间的能极差,化合物荧光发射波长发生1~5 nm的红移。

Synthesis and Spectral Property of Novel Porphyrins Condensed from Heliotropin

A series of six porphyrin monomers were synthesized by direct condensation of heliotropin,hydroxyl substituted aromatic aldehyde and pyrrole.Structures of the target compounds were characterized by MS,~1HNMR,IR,and UV-vis spectra.The introduction of 3,4-methylenedioxyphenyl group can enhance the conjugate degree of porphyrins and cause red-shift of the absorption spectra.The Soret spectra is bathochromic by 11 nm maximally compared with that of tetraphenylporphyrin(TPP).Meanwhile,the maximal excitation wavelength red-shifts with 1～5 nm compared with that of TPP.These results indicate that the energy gap between the ground state and the excited state of these novel compounds decreases and they should be excited more easily.