Process for preparing tertiary phosphines containing phosphinate

Details Process for preparing tertiary phosphines containing phosphinate Process for preparing tertiary phosphines containing phosphinate

1997-05-15

1998-09-01

Geist, Gary

Organic compounds -- part of the class 532-570 series

Organic compounds

Phosphorus esters

568 12, 568 17, 562 20, 558155, C07F 930, C07F 950

Patent

active

058012630

ABSTRACT:
Tertiary phosphines of the formula (I) ##STR1## in which X is a phosphinate or phosphonate group, are prepared by a palladium-catalyzed coupling of p-, m- or o-bromofluorobenzenes with alkyl akylphosphonous acid ester or alkyl alkylphosphite ester and reacting the resulting alkyl fluorophenylphosphinates or alkyl fluorophenylphosphonates with a metal phosphide.

REFERENCES:
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patent: 5516944 (1996-05-01), Broger
CA:123:256859, abst of "The first examples of an aryl ring substituted by both phosphine and phosphonate moieties", Schull, J Chem Soc, Chem Commun., (15) pp. 1487-1488, 1995.
Baldwin et al: "Application of the Hammett equation to Organophosphorus-substituted phosphinic and benzoic acids", J. Org. Chem.: vol. 32 (7); pp. 2176-2180, American Potash and Chem. Corp.; Whittier; CA XP002039488 (1967).
Schull et al: "The first examples of an aryl ring substituted by both phosphine and phosphonate moieties: synthesis and characterization of the new highly water-soluble phosphine ligand . . . ", J. Chem. Soc., Chem. Commun.; (15); pp. 1487-1488, George Washington University; Dep. Chem.; Washington,; 20052: DC XP002039489 (1995).
Phosphorus, Sulfur Silicon Relat. Elem. 96: vol. 117,; pp. 287-292, Germany, "Aromatic phosphonate-phosphines". (Jun. 10, 1996).
Baldwin, et al, "Application of the Hammett Equation to Organophosphorus-Substituted Phosphinic and Benzoic Acids", J. Org. Chem 32: pp. 2176-2180 (1967).
Xu, et al, "Palladium-Catalysed Synthesis of Functionalised Alkyl Alkylarylphosphinates", Synthesis 9: pp. 778-781 (1984).
Cornils, et al, "Aqueous catalysts for organic reactions", Chemtech Jan: pp. 33-38 (1995).
Schull, et al. "The First Examples of an Aryl Ring Substituted by Both Phosphine and Phosphonate Moieties: Synthesis and Characterization of the H.sub.4 -p-PO.sub.3)!-1.5H.sub.2 O and Platinum(II) Complexes", J. Chem. Soc., Chem. Commun.: pp. 1487-1488 (1995).

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