Amphiphilic Carbohydrate-Based Mesogens, 11 Synthesis of Mesogenic 1-AIkylthio-1-deoxy-D-galactitols by Glycoside Reduction

Author:

Dahlhoff Wilhelm V.1,Radkowski Karin1,Riehl Klaus2,Zugenmaier Peter2

Affiliation:

1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45466 Mülheim an der Ruhr

2. Institut für Physikalische Chemie der TU Clausthal, Arnold-Sommerfeld-Straße 4, D-38678 Clausthal-Zellerfeld

Abstract

Alkyl-1-thio-α/β-D-gaIactopyranosides (hexyl-dodecyl, 1a - g ) have been O-diethylborylated and then reduced with tetraethyldiboranes(6) in the presence of 9-methylsulfonyloxy- 9-borabicyclo[3.3.1]nonane (MSBBN) catalyst to give 1-alkylthio-1-deoxy-D-galactitols 3a -g after deprotection. 3 exhibit the smectic A liquid crystalline phase on melting.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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