Macrocyclic Oligothiophene with Stereogenic [2.2]Paracyclophane Scaffolds: Chiroptical Properties from π-Transannular Interactions.
Chemistry
; 23(14): 3267-3271, 2017 Mar 08.
Article
em En
| MEDLINE
| ID: mdl-28145093
ABSTRACT
The enantiomers of a new cyclic oligothiophene, bridged by two pseudo-ortho[2.2]paracyclophanes, were synthesized as a new class of the chiral π-conjugated system. Single-crystal X-ray diffraction analysis revealed a twisted structure for these oligothiophenes induced by a torsion of the cyclophane moieties. The embedding oligothiophenes into the inherent planar chirality provided a significant enhancement in circular dichroism (CD) spectra thanks to the large magnetic/electric transition dipole moments. In the dicationic state, an intramolecular π dimer was formed due to the strong interactions of the oligothiophenes. We further recorded unprecedented wide ranges of CD spectra in 250-1800â
nm region. The transitions are reasonably described by the exciton coupling of the oligothiophenes.
Texto completo:
1
Base de dados:
MEDLINE
Idioma:
En
Revista:
Chemistry
Assunto da revista:
QUIMICA
Ano de publicação:
2017
Tipo de documento:
Article
País de afiliação:
Japão