Organic Letters 2003-04-17

Fluorous solvent as a new phase-screen medium between reagents and reactants in the bromination and chlorination of alcohols.

Hiroyuki Nakamura, Taikou Usui, Hirokazu Kuroda, Ilhyong Ryu, Hiroshi Matsubara, Shinji Yasuda, Dennis P Curran

Index: Org. Lett. 5 , 1167, (2003)

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Abstract

[reaction: see text] A perfluorohexane layer regulates the rate of reagent transport in the bromination and chlorination of alcohols. A fluorous triphasic U-tube method is effective for lighter reagents; the thionyl chloride layer (yellow) vanishes, and the chlorides are obtained from the right top organic layer in the chlorination of alcohols.

Related Compounds

  • Thionyl dibromide

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