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Tavs reactions of o-halobenzaldimines with ethyl diphenylphosphinite. Synthesis and crystal structure of a bis(phosphine oxide)

✍ Scribed by David W. Allen; Simon J. Coles; Michael B. Hursthouse

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
109 KB
Volume
16
Category
Article
ISSN
1042-7163

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✦ Synopsis

The reactions of a series of ohalobenzaldimines with ethyl diphenylphosphinite in ethanol, in the presence of nickel(II), proceed with a coordination template-assisted Tavs phosphonylation at the carbon to which the halogen was attached and addition of diphenylphosphine oxide to the imino bond, to form a bis(phosphine oxide), the structure of which has been confirmed by X-ray crystallography. Carrying out the reaction in acetonitrile, in the presence of copper(I) iodide, results only in a Tavs replacement of halogen by phosphorus, to give an odiphenylphosphinylaryl imine.

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