Ring contraction of 1,2,4,5,7,8-hexaoxa-3-silonanes by selective reduction of COOSi fragments. Synthesis of new silicon-containing rings, 1,3,5,6-tetraoxa-2-silepanes.
The reducing agents Ph(3)P, (C(8)H(17))(3)P, or NH(2)C(S)NH(2) promote the ring contraction of nine-membered triperoxides, viz., 1,2,4,5,7,8-hexaoxa-3-silonanes, giving rise to seven-membered rings belonging to the previously unknown class of monoperoxides, viz., 1,3,5,6-tetraoxa-2-silepanes, in yields from 67% to 91%. Therefore, the selective reduction of the SiOOC fragments to SiOC in molecules containing simultaneously the COOC fragment was performed for the first time.
Terent'ev
Alexander O
AO
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, 119991, Moscow, Russia. alterex@yandex.ru
Platonov
Maxim M
MM
Tursina
Anna I
AI
Chernyshev
Vladimir V
VV
Nikishin
Gennady I
GI
D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010545:Peroxides / Q000138:chemical synthesis* / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D010545:Peroxides; D012821:Silanes