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Phase-Vanishing Reactions that Use Fluorous Media as a Phase Screen. Facile, Controlled Bromination of Alkenes by Dibromine and Dealkylation of Aromatic Ethers by Boron Tribromide

Ilhyong Ryu,* Hiroshi Matsubara, Shinji Yasuda, Hiroyuki Nakamura and Dennis P. Curran

*Department of Chemistry, Faculty of Arts and Sciences, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan, Email:

I. Ryu, H. Matsubara, S. Yasuda, H. Nakamura, D. P. Curran, J. Am. Chem. Soc., 2002, 124, 12946-12947.

DOI: 10.1021/ja027965y

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In bromination of alkenes by dibromine and dealkylation of aromatic ethers by boron tribromide, a fluorous phase acts as a liquid membrane permitting passive transport of the reagents at the bottom to the top layer involving the substrates, thereby regulating the reactions.

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Key Words

Bromination, Dealkylation

ID: J48-Y2002-1320