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

Citation
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
Citations number
18
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
ISSN journal
00092673 → ACNP
Volume
71
Issue
11
Year of publication
1998
Pages
2709 - 2713
Database
ISI
SICI code
0009-2673(199811)71:11<2709:SOCCFW>2.0.ZU;2-Z
Abstract
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.