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1,2-Bis(diphenylphosphino)ethane (dppe) is a commonly used bidentate ligand in coordination chemistry. Dppe is almost invariably chelated, although there are examples of unidentate (e.g., W(CO)5(dppe)) and of bridging behavior.
Additional recommended knowledge
NaP(C6H5)2, which is readily air-oxidized, is treated with 1,2-dichloroethane (ClCH2CH2Cl) to give dppe:
Reactions of dppe
Hydrolysis by water gives:
Treatment of dppe with conventional oxidants such as hydrogen peroxide (H2O2), aqueous bromine (Br2), etc., always produces dppeO in low yield (e.g., 13%) as a result of non-selective oxidation leading to mixtures of the starting material, the monoxide, and dioxide. Selective mono-oxidation of dppe can be achieved by reaction with PhCH2Br to give dppeO.
This is followed by purification and alkaline catalyzed hydrolysis of the mono-phosphonium salt.
Coordination complexes of dppe
Coordination complexes of dppe, and diphosphine ligands in general, are almost entirely used as homogeneous catalysts for a wide range of reactions. Chiral diphosphines are especially important to the pharmaceutical industry for their ability to catalyze asymmetric reactions Two simple coordination complexes of dppe include Pd(dppe)2 and Ir(dppe)2. Pd(dppe)2 can be prepared by reduction of Pd(II) with NaBH4. It is most conveniently prepared, however, in situ from Pd(OAc)2.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "1,2-Bis(diphenylphosphino)ethane". A list of authors is available in Wikipedia.|