Surface-mediated reactions. 6. effects of silica gel and alumina on acid-catalyzed reactions

…, SL Craig, SD Crawford, WF Durland Jr…

Index: Kropp, Paul J.; Breton, Gary W.; Craig, Stephen L.; Crawford, Scott D.; Durland, William F.; et al. Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 4146 - 4152

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Citation Number: 87

Abstract

Diene 2. The surface of silica gel itself is mildly a~ idic.~ Thus the highly acid-sensitive allene 1 isomerized to the 1, 3-diene 2 in the presence of appropriately prepared silica gel (Table 1h6 By contrast, the less reactive diene 2 was recovered unchanged from similar treatment with silica gel or with 1.0 mol equiv of CH3C02H in CHzCl2 solution. However, addition of silica gel to the latter solution resulted in the known acid-catalyzed dimerization ...