Synfacts 2007(10): 1042-1042  
DOI: 10.1055/s-2007-968989
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Pyrazaboles-Based Bent-Core Liquid Crystals

Contributor(s): Timothy M. Swager, Koushik Venkatesan
E. Cavero, D. P. Lydon, S. Uriel, M. R. de la Fuente, J. L. Serrano, R. Giménez*
Universidad de Zaragoza and Universidad del Pais Vasco, Bilbao, Spain
Further Information

Publication History

Publication Date:
07 November 2007 (online)

Significance

The authors demonstrate an innovative approach to a bent angle in a liquid-crystal molecule through the use of a nonplanar core derived from a pyrazabole unit appropriately substituted with rod-like moieties. Pyrazabole results from the dimerization of two pyrazole rings through a double BH2 bridge connected to the ­nitrogen atoms, a process that gives a stable six-membered central B2N4 ring with a boat conformation. Sonogashira cross-coupling reaction of 2,6-bis(ethynyl)pyrazabole or the deuterated analogue 4,4,8,8-tetradeutero-2,6-bis(ethynyl)-pyrazabole with two equivalents of 4-iodophenyl 4-tetradecyloxybenzoate yielded the target molecules.