Sinha Avisikta, Ravikanth Mangalampalli
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Org Lett. 2022 Feb 18;24(6):1335-1340. doi: 10.1021/acs.orglett.1c04374. Epub 2022 Feb 7.
Unprecedented nonaromatic stable phenothiazine-embedded porphyrinoids were synthesized by incorporating phenothiazine subunits into the hexaphyrin framework. The crystal structure revealed that the macrocycle adopted a twisted conformation wherein the phenothiazine units maintained their planarity, which was an impediment in π-delocalization throughout the macrocyclic core. The macrocycles exhibited distinct absorption bands in the visible-near-infrared region, and electrochemical studies indicated their electron-rich nature. Theoretical studies were consistent with the experimental observations.
通过将吩噻嗪亚基引入六卟啉骨架中,合成了前所未有的非芳香稳定型嵌入吩噻嗪的卟啉类化合物。晶体结构表明,大环采用扭曲构象,其中吩噻嗪单元保持其平面性,这对整个大环核心的π离域形成了阻碍。大环在可见光-近红外区域表现出明显的吸收带,电化学研究表明它们具有富电子性质。理论研究与实验观察结果一致。