Premium
Through‐Space Conjugated Molecular Wire Comprising Three π‐Electron Systems
Author(s) -
Morisaki Yasuhiro,
Kawakami Naoya,
Shibata Shotaro,
Chujo Yoshiki
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201402653
Subject(s) - dipole , transition dipole moment , conjugated system , electron transfer , förster resonance energy transfer , density functional theory , electron , molecular physics , chemistry , moment (physics) , atomic physics , materials science , physics , fluorescence , computational chemistry , photochemistry , optics , quantum mechanics , organic chemistry , polymer
A [2.2]paracyclophane‐based through‐space conjugated oligomer comprising three π‐electron systems was designed and synthesized. The arrangement of three π‐conjugated systems in an appropriate order according to the energy band gap resulted in efficient unidirectional photoexcited energy transfer by the Förster mechanism. The energy transfer efficiency and rate constants were estimated to be >0.999 and >10 12 s −1 , respectively. The key point for the efficient energy transfer is the orientation of the transition dipole moments. The time‐dependent density functional theory (TD‐DFT) studies revealed the transition dipole moments of each stacked π‐electron system; each dipole moment was located on the long axis of each stacked π‐electron system. This alignment of the dipole moments is favorable for fluorescence resonance energy transfer (FRET).