Palladium-catalyzed synthesis of aqueous, fluorous, and supercritical CO2-soluble phosphines

被引:54
作者
Chen, WP [1 ]
Xu, LJ [1 ]
Xiao, JL [1 ]
机构
[1] Univ Liverpool, Dept Chem, Leverhulme Ctr Innovat Catalysis, Liverpool L69 7ZD, Merseyside, England
关键词
D O I
10.1021/ol006203+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A generic, simple, and economical route has been developed for the synthesis of phosphines soluble in aqueous, fluorous, and supercritical CO2 phases. The methodology is based on the palladium-catalyzed Heck olefination of haloary/phosphine oxides followed by reduction, affording various arylphosphines in high yields.
引用
收藏
页码:2675 / 2677
页数:3
相关论文
共 48 条
  • [1] Convenient and direct preparation of tertiary phosphines via nickel-catalysed cross-coupling
    Ager, DJ
    East, MB
    Eisenstadt, A
    Laneman, SA
    [J]. CHEMICAL COMMUNICATIONS, 1997, (24) : 2359 - 2360
  • [2] Additions of PH3 to monosubstituted alkenes of the formula H2C=CH(CH2)x(CF2)yCF3:: Convenient, multigram syntheses of a family of partially fluorinated trialkylphosphines with modulated electronic properties and fluorous phase affinities
    Alvey, LJ
    Rutherford, D
    Juliette, JJJ
    Gladysz, JA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (18) : 6302 - 6308
  • [3] Hydroformylation of hex-1-ene in supercritical carbon dioxide catalysed by rhodium trialkylphosphine complexes
    Bach, I
    Cole-Hamilton, DJ
    [J]. CHEMICAL COMMUNICATIONS, 1998, (14) : 1463 - 1464
  • [4] Barthel-Rosa LP, 1999, COORDIN CHEM REV, V190, P587
  • [5] Carbohydrate-substituted phosphines as new ligands for two-phase catalysis - synthesis and application
    Beller, M
    Krauter, JGE
    Zapf, A
    Bogdanovic, S
    [J]. CATALYSIS TODAY, 1999, 48 (1-4) : 279 - 290
  • [6] H-1 NUCLEAR MAGNETIC-RESONANCE STUDY OF PARA-SUBSTITUTED DERIVATIVES OF TRIPHENYLPHOSPHINE
    BENASSI, R
    SCHENETT.ML
    TADDEI, F
    VIVARELL.P
    DEMBECH, P
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1974, (11): : 1338 - 1342
  • [7] Fluoroacrylate-bound fluorous-phase soluble hydrogenation catalysts
    Bergbreiter, DE
    Franchina, JG
    Case, BL
    [J]. ORGANIC LETTERS, 2000, 2 (03) : 393 - 395
  • [8] Palladium-catalyzed cross-coupling of organozinc bromides with aryl iodides in perfluorinated solvents
    Betzemeier, B
    Knochel, P
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (23) : 2623 - 2624
  • [9] Phosphorus(III) ligands with fluorous ponytails
    Bhattacharyya, P
    Gudmunsen, D
    Hope, EG
    Kemmitt, RDW
    Paige, DR
    Stuart, AM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (24): : 3609 - 3612
  • [10] Brase S, 1998, METAL-CATALYZED CROSS-COUPLING REACTIONS, P99