Reactions at interfaces: oxygenation of n-butyl ligands anchored on silica surfaces with methyl (trifluoromethyl) dioxirane

…, J Martínez-Ferrer, A Alcalde-Aragonés…

Index: Mello, Rossella; Martinez-Ferrer, Jaime; Alcalde-Aragones, Ana; Varea, Teresa; Acerete, Rafael; Gonzalez-Nunez, Maria Elena; Asensio, Gregorio Journal of Organic Chemistry, 2011 , vol. 76, # 24 p. 10129 - 10139

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Citation Number: 11

Abstract

The oxygenation of n-butyl and n-butoxy chains bonded to silica with methyl (trifluoromethyl) dioxirane (1) revealed the ability of the silica matrix to release electron density toward the reacting C2–H σ-bond through the Si–C1 and Si–O1 σ-bonds connecting the alkyl chain to the surface (silicon β-effect). The silica surface impedes neither the alkyl chain adopting the conformation required for the silicon β-effect nor dioxirane 1 approaching the reactive C2 ...