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 S(N)2 replacement

Article abstract of DOI:10.1246/bcsj.71.2709

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 S(N)2 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.