Conformational analysis of some pyridinium phenolates and synthetic precursors based on X-Ray and IR characterisations

Hélène Chaumeil (1) , Markus Neuburger (2) , Patrice Jacques (3) , Théophile Tschamber (4) , Vincent Diemer (1) , Christiane Carré (5)

1 COB - Laboratoire de Chimie organique et bioorganique
2 Laboratory of Chemical Cristallography - Department of Chemistry
3 LPIM - Laboratoire de Photochimie et d'Ingénierie Macromoléculaires
4 LCM - Laboratoire de chimie moléculaire
5 FOTON - Fonctions Optiques pour les Technologies de l'informatiON

This manuscript reports X-Ray and IR characterizations of representative pyridinium phenolates, model compounds for nonlinear optics. These analyses reveal the close dependence existing between molecular structure and the contribution of quinone and zwitterionic limiting forms. The bond length alternation (BLA) values, the well-known parameter correlated to hyperpolarisability β, are also discussed and compared with literature data.

Mots clés: Zwitterion; Quinone; X-ray crystal structures; Infra-red spectra; Bond length alternation

Domaines: Matériaux

Hélène Chaumeil, Markus Neuburger, Patrice Jacques, Théophile Tschamber, Vincent Diemer, et al.. Conformational analysis of some pyridinium phenolates and synthetic precursors based on X-Ray and IR characterisations. Tetrahedron, 2014, 70 (19), pp.3116-3122. ⟨10.1016/j.tet.2014.03.066⟩. ⟨hal-01017616⟩