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DOI: 10.1039/A901308C (Paper) Reference Section for: Chem. Commun., 1999, 1289-1290

Methods for effecting monofunctionalization of (CH2[double bond, length half m-dash]CH)8Si8O12

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Frank J. Feher, Kevin D. Wyndham, Richard K. Baldwin, Daravong Soulivong, Joseph W. Ziller, Joseph D. Lichtenhan and Joseph D. Lichtenhan

Abstract

A new method is described for effecting selective monofunctionalization of CH2[double bond, length half m-dash]CH)8Si8O12 2: reaction of 2 with triflic acid (TfOH) produces (TfOCH2CH2)(CH2[double bond, length half m-dash] CH)7Si8O12 3, which reacts with nucleophiles (e.g. H2O or 2-mercaptopyridine) to produce (XCH2CH2)(CH2[double bond, length half m-dash]CH)7Si8O12 (4 X = OH, 5 X = SC5H4N); acylation of 4 with p-O2NC6H4COCl affords (p-O2NC6H4CO2- CH2CH2)(CH2[double bond, length half m-dash]CH)7Si8O12 6; catalytic hydrogenation of 4 affords (HOCH2CH2) Et7Si8O12 7.

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