Abstract
Phosphines and reagents derived from them are ubiquitous in organic chemistry. Commonly used applications range from the synthesis of alkenes by the Wittig reaction, the synthesis of alkyl halides from alcohols by Appel or Mitsunobu reactions, and the synthesis of amines by the Staudinger reaction. Phosphine ligands are also widely used as ligands in the metal complexes used to catalyse reactions such as the Heck, Suzuki, and Sonagashira reactions among others.
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Notes
- 1.
- 2.
The procedure is also effective if cold diethyl ether is employed in place of cyclohexane. See Ref. [28].
- 3.
The procedure has since been improved by the use of degassed ammonium chloride solution to quench the LiAlH4, and degassed dichloromethane in place of ethyl acetate. See Ref. [28.]
- 4.
Aqueous hydrolysis of phosphonium salts causes the production of phosphine oxide.
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Byrne, P.A. (2012). A Convenient Chromatography-Free Method for the Purification of Alkenes Produced in the Wittig Reaction. In: Investigation of Reactions Involving Pentacoordinate Intermediates. Springer Theses. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-32045-3_3
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