Synthesis of carbosilane compounds functionalized with three or four beta-cyclodextrin moieties. Use of a one-pot reaction in liquid ammonia for birch reduction and the subsequent S(N)2 replacement
K. Matsuoka et al., Synthesis of carbosilane compounds functionalized with three or four beta-cyclodextrin moieties. Use of a one-pot reaction in liquid ammonia for birch reduction and the subsequent S(N)2 replacement, B CHEM S J, 71(11), 1998, pp. 2709-2713
As a basic model reaction for assembling specific functional carbohydrate m
olecules on a novel core substance by making covalent bonds, an efficient o
ne-pot reaction involving Birch reduction and a subsequent S-N(2) replaceme
nt was developed, employing trivalent and tetravalent carbosilane bromides
as the core and monodeoxy-monomercapto-beta-cyclodextrin as the functional
carbohydrate. It was confirmed that carbosilane derivatives containing a su
itable spacer molecule were of wide applicability as a new core substance f
or the construction of diverse functional materials.