π-扩展“耳环”亚卟啉的合成与表征
Synthesis and characterization of π-extended "earring" subporphyrins.
作者信息
Guan Haiyan, Zhou Mingbo, Yin Bangshao, Xu Ling, Song Jianxin
机构信息
Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education of China), Key Laboratory of Application and Assemble of Organic Functional molecules, Hunan Normal University, Changsha 410081, P. R. China.
出版信息
Beilstein J Org Chem. 2018 Jul 30;14:1956-1960. doi: 10.3762/bjoc.14.170. eCollection 2018.
A π-extended "earring" subporphyrin was synthesized from β,β'-diiodosubporphyrin and diboryltripyrrane via a Suzuki-Miyaura coupling and following oxidation. Its Pd complex was also synthesized and both of the compounds were fully characterized by H NMR, MS and X-ray single crystal diffraction. The H NMR spectra and single crystal structures revealed that aromatic ring current did not extend to the "ear" in both of the two compounds. Their UV-vis/NIR spectra were recorded and the absorption of both compounds is extended to the NIR region and that the absorption of is further red-shifted and more intense.
通过铃木-宫浦偶联反应及后续氧化反应，由β,β'-二碘代亚卟啉和二硼基三吡咯合成了一种π-扩展的“耳环”型亚卟啉。还合成了其钯配合物，并用核磁共振氢谱、质谱和X射线单晶衍射对这两种化合物进行了全面表征。核磁共振氢谱和单晶结构表明，这两种化合物的芳香环电流均未延伸至“耳”部。记录了它们的紫外-可见/近红外光谱，两种化合物的吸收均延伸至近红外区域，且其中一种化合物的吸收进一步红移且更强。
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