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

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 17期

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

页码：2675 / 2677

页数：3

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

← 1 2 3 4 5 →