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Electronic and Optical Properties of Ladder‐Type Heteraborins
Author(s) -
Agou Tomohiro,
Kobayashi Junji,
Kawashima Takayuki
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200700622
Subject(s) - molecule , pentacene , intermolecular force , spectroscopy , electronic structure , conjugated system , band gap , crystallography , chemistry , homo/lumo , materials science , photochemistry , chemical physics , computational chemistry , polymer , optoelectronics , physics , organic chemistry , electrode , quantum mechanics , thin film transistor
Abstract Ladder‐type π‐conjugated molecules bearing heteraborin (azaborine or thiaborin) units were synthesized, and X‐ray crystallographic analysis of pentacene‐type molecules showed that these molecules have rigid and planar structures. UV‐visible spectroscopy and theoretical calculations revealed the enhancement of electronic interaction between heteraborin units, the decrease in HOMO–LUMO energy gaps, and the strong effect of the bridging main‐group elements (nitrogen or sulfur) on the electronic states. The ladder‐type molecules emitted strong fluorescence both in solution and in the solid state, and the emission‐band shapes were different from each other, indicating the existence of intermolecular interactions in the solid state. Complex formation of the ladder molecules with fluoride ion was monitored by UV‐visible spectroscopy, which revealed that the Lewis acidity of these molecules can be controlled by the elongation of π systems and the change of the bridging main‐group elements.