Synthesis of Carbosilane Compounds Functionalized with Three or Four β-Cyclodextrin Moieties. Use of a One-Pot Reaction in Liquid Ammonia for Birch Reduction and the Subsequent SN2 Replacement

Abstract

Abstract As a basic model reaction for assembling specific functional carbohydrate molecules on a novel core substance by making covalent bonds, an efficient one-pot reaction involving Birch reduction and a subsequent SN2 replacement was developed, employing trivalent and tetravalent carbosilane bromides as the core and monodeoxy-monomercapto-β-cyclodextrin as the functional carbohydrate. It was confirmed that carbosilane derivatives containing a suitable spacer molecule were of wide applicability as a new core substance for the construction of diverse functional materials.