Effect of cyclodextrins on electrophilic aromatic bromination in aqueous solution

PG Dumanski, CJ Easton, SF Lincoln…

Index: Dumanski, Paul G.; Easton, Christopher J.; Lincoln, Stephen F.; Simpson, Jamie S. Australian Journal of Chemistry, 2003 , vol. 56, # 11 p. 1107 - 1111

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Citation Number: 19

Abstract

Abstract Cyclodextrins act as molecular reactors to change the ratios of the products of reactions of anisole, acetanilide, 3-methylanisole, and 3-methylacetanilide with pyridinium dichlorobromate. With anisole and acetanilide, bromination at the para position is favoured over ortho substitution, and the effect is greatest with α-cyclodextrin. In the reactions of the methylanisole and methylacetanilide, the cyclodextrins afford higher yields of ...