Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502 (Japan).
Angew Chem Int Ed Engl. 2015 Mar 2;54(10):3107-11. doi: 10.1002/anie.201411242. Epub 2015 Jan 8.
A singly linked corrole dimer was synthesized by condensation of a dipyrromethane-1-carbinol with 1,1,2,2-tetrapyrroethane. Oxidation of the dimer gave doubly linked corrole dimers 9 and 10 as the first examples of fused corrole dimers involving a meso-meso linkage. Dimers 9 and 10 exhibit characteristic (1)H NMR spectra, absorption spectra, excited-state dynamics, and two-photon absorption (TPA) values, which indicate the nonaromatic nature of 9 and the aromatic nature of 10. Interestingly, 9 is fairly stable despite its unusual 2H-corrole structure, which has been ascribed to the presence of two direct connections between the individual corrole units.
通过缩合二吡咯甲烷-1-甲醇与 1,1,2,2-四吡咯乙酮,合成了一个单键连接的卟啉二聚体。二聚体的氧化得到了双键连接的卟啉二聚体 9 和 10,这是首例涉及中位-中位连接的稠合卟啉二聚体。二聚体 9 和 10 表现出特征的(1)H NMR 谱、吸收光谱、激发态动力学和双光子吸收(TPA)值,这表明 9 具有非芳香性,而 10 具有芳香性。有趣的是,尽管 9 具有不寻常的 2H-卟啉结构,但它相当稳定,这归因于两个卟啉单元之间存在两个直接连接。