Design, synthesis, application and recovery of a minimally fluorous diaryl diselenide for the catalysis of stannane-mediated radical chain reactions

DOI: 10.1016/S0040-4020(99)00902-3

Source and publish data:

Tetrahedron p. 14261 - 14268 (1999)

Update date:2022-08-05

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Authors:

Crich, David

Xiaolin, Hao

Lucas, Mathew

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Article abstract of DOI:10.1016/S0040-4020(99)00902-3

The synthesis of a minimally fluorous (52% F) diaryl diselenide is described. On reduction in situ with tributylstannane this diselenide provides a fluorous selenol which is effective in inhibiting a range of stannane-mediated radical rearrangements, including a cyclopropylcarbinyl ring opening. A method for the recovery of the fluorous diselenide involving continuous extraction in a modified, cooled continuous extractor is described.

Full text of DOI:10.1016/S0040-4020(99)00902-3

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