Tavs reactions of o-halobenzaldimines with ethyl diphenylphosphinite. Synthesis and crystal structure of a bis(phosphine oxide)
Allen, David W., Coles, Simon J. and Hursthouse, Michael B. (2005) Tavs reactions of o-halobenzaldimines with ethyl diphenylphosphinite. Synthesis and crystal structure of a bis(phosphine oxide). Heteroatom Chemistry, 16, (3), 242-245. (doi: 10.1002/hc.20117)
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Official URL: http://dx.doi.org/10.1002/hc.20117
Description/Abstract
The reactions of a series of o-halobenzaldimines 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 o-diphenylphosphinylaryl imine.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | group-15 onium salts, trialkyl phosphites, aryl halides, arsonium |
| Related URLs: | http://dx.doi.org/10.1002/hc.20117 |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 20701 |
| URI: | http://eprints.soton.ac.uk/id/eprint/20701 |
| Deposited On: | 28 Feb 2006 |
| Last Modified: | 01 Jun 2011 09:37 |
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