Synthesis of three-dimensionally arranged porphyrin arrays via intramolecular meso-meso coupling |
| |
Authors: | Goro Mori |
| |
Affiliation: | Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan |
| |
Abstract: | The synthesis and photophysical properties of three-dimensionally arranged porphyrin arrays with through-space electronic communication are reported. 1,3,5-Trioxamethylphenylene bridged Zn(II) porphyrin trimer 3 was coupled by Ag(I)-promoted oxidative coupling reaction to give porphyrin cage 5 comprising three meso-meso linked diporphyrins, which was then transformed by oxidation with DDQ and Sc(OTf)3 into porphyrin cage 7 comprising three fused diporphyrins. Intramolecular meso-meso coupling reaction was applied to porphyrin pentamer 11 to provide porphyrin array 12 consisting of a porphyrin core flanked by two meso-meso linked diporphyrins. Further oxidation of 12 with DDQ and Sc(OTf)3 afforded triply stacked porphyrin array 13 that is comprised of a porphyrin core flanked by two porphyrin tapes. UV-vis-NIR absorption and fluorescence spectra of 5, 7, 12, and 13 showed their distorted conformations and electronic interaction within the stacked porphyrin arrays. |
| |
Keywords: | π-Conjugated system Porphyrinoid Cage molecule Oligomers |
本文献已被 ScienceDirect 等数据库收录! |
|