Premium
Syntheses of Sterically Hindered Pyridinium Phenoxides as Model Compounds in Nonlinear Optics
Author(s) -
Diemer Vincent,
Chaumeil Hélène,
Defoin Albert,
Fort Alain,
Boeglin Alex,
Carré Christiane
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600030
Subject(s) - pyridinium , chemistry , steric effects , conjugated system , molecule , nonlinear optics , nonlinear optical , combinatorial chemistry , computational chemistry , nonlinear system , stereochemistry , organic chemistry , polymer , quantum mechanics , physics
Noncentrosymmetric molecules with a π‐conjugated system and, among them, push–pull molecules such as pyridinium phenoxide, are a promising new class of materials for applications in optoelectronics due to their nonlinear optical (NLO) properties. Modelling studies have indicated that an increase in the twist angle between the two aromatic rings leads to an enhancement of the NLO properties. In order to confirm this feature experimentally, it was necessary to prepare a series of new hindered pyridinium phenoxides. Their efficient syntheses by Suzuki cross‐coupling reactions are described herein.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)