Abstract

Applications of Phase Transfer Catalysis, 23. Note on Bromoiodocarbene and on Pertinent Halogen Exchange ProcessesA rapid halogen exchange between HCBr3, HCBr2I, HCBrI2, and HCl3 occurred in the presence of conc. sodium hydroxide and a quaternary ammonium salt. Trapping experiments with various alkenes give cyclopropane derivatives only in 3 cases. Depending on the nucleophilicity of the alkene and the haloform, different proportions of CBr2, CBrI, and Cl2 adducts were obtained. The most nucleophilic acceptor trapped those carbenes preferentially that were formed by elimination of iodide.

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