Synthesis and physical evaluation of 2- and 5-alkoxy-1,3-thiazole-based liquid crystals

ORGN 764

Alan M. Grubb, agrubb@kent.edu, Sana Hasan, Andre A. Kiryanov, Paul Sampson, psampson@kent.edu, and Alexander J. Seed, aseed@kent.edu. Department of Chemistry, Kent State University, Kent, OH 44242

Herein we report the synthesis and mesomorphic properties of the first series of 5-alkoxy-and 2-alkoxy-1,3-thiazole-based liquid crystals.  The 5-alkoxy mesogens 1 were synthesized through a Lawesson's reagent-mediated cyclization of the corresponding α-benzamido esters, which is not a well explored entry to 5-alkoxythiazoles.  The analogous 2-alkoxy-1,3-thiazole-based liquid crystals 2 have been targeted via an SNAr approach, which has not previously been employed in the synthesis of long chain alkoxythiazoles