Synthesis and Properties of 10-Heterocorroles

Tuesday, 30 May 2017: 10:40
Churchill A2 (Hilton New Orleans Riverside)
H. Shinokubo (Graduate School of Engineering, Nagoya University)
The properties of porphyrinoids are substantially affected by their skeleton and structural factors. In particular, inclusion of heteroatoms into the p-conjugation circuit of porphyrinoids induces dramatic change of their electronic structures. Recently, 10-heterocorroles has regained the spotlight as promising candidates for novel building blocks of molecular materials as electronically tunable porphyrin analogues.

We have explored the synthesis and properties of meso-aryl type 10-aza-, 10-oxa-, 10-thia-, and 10-silacorroles. These 10-heterocorroles can be efficiently prepared fro bis(dipyrrin) metal complexes as precursors. Optical and electrochemical properties of these compounds are heavily dependent on the introduced heteroatoms at the meso-positions. The energy level of HOMOs and LUMOs of these molecules can be effectively manipulated by the proper choice of the heteroatoms.