Hydroformylation of alkenes employing rhodium(I) complexes and a phosphine oxide ligand

被引：32

作者：

Clark, HJ ^{[1
]}

Wang, RP ^{[1
]}

Alper, H ^{[1
]}

机构：

[1] Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 17期

关键词：

D O I：

10.1021/jo011093l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Following the facile synthesis of a novel phosphine oxide compound, (diphenylphosphinoyl)phenylmethanol (1), this compound was employed as a ligand in the rhodium-catalyzed hydroformylation of alkenes, with good conversions and regioselectivities. This ligand was partially resolved using an enzyme, and enantioselective hydroformylation was carried out with the addition of a rhodium(I) complex. The rhodium(I) complex containing ligand 1 was not isolated, although it was subjected to low-temperature NMR studies.

引用

页码：6224 / 6225

页数：2

共 13 条

[1] PHOSPHINE VS PHOSPHINE OXIDE LIGANDS IN HYDROFORMYLATION REACTIONS [J].

ABUGNIM, C ;

AMER, I .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) :115-117

[2] Phosphine oxides as ligands in the hydroformylation reaction [J].

AbuGnim, C ;

Amer, I .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 516 (1-2) :235-243

[3] SYNTHESIS AND RESOLUTION OF 1-(2-DIPHENYLPHOSPHINO-1-NAPHTHYL)ISOQUINOLINE - A P-N CHELATING LIGAND FOR ASYMMETRIC CATALYSIS [J].

ALCOCK, NW ;

BROWN, JM ;

HULMES, DI .

TETRAHEDRON-ASYMMETRY, 1993, 4 (04) :743-756

[4] COORDINATION CHEMISTRY AND CATALYSIS WITH HEMILABILE OXYGEN PHOSPHORUS LIGANDS [J].

BADER, A ;

LINDNER, E .

COORDINATION CHEMISTRY REVIEWS, 1991, 108 (01) :27-110

[5] ENANTIOSELECTIVE CATALYSIS BY 1-(1-ISOQUINOLINVL)-2-NAPHTHALENEMETHANOL - AN ATROPISOMERICALLY CHIRAL N-O CHELATING LIGAND [J].

BAKER, RW ;

REA, SO ;

SARGENT, MV ;

SCHENKELAARS, EMC ;

SKELTON, BW ;

WHITE, AH .

TETRAHEDRON-ASYMMETRY, 1994, 5 (01) :45-48

[6] HYDROFORMYLATION OF SOME FUNCTIONALIZED OLEFINS CATALYZED BY RHODIUM(I) COMPLEXES WITH PYDIPHOS AND ITS P-OXIDE [J].

BASOLI, C ;

BOTTEGHI, C ;

CABRAS, MA ;

CHELUCCI, G ;

MARCHETTI, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 488 (1-2) :C20-C22

[7] (-)-(4S,5R)-4-(2-PYRIDYL+-5-(DIPHENYLPHOSPHINO)METHYL-2,2-DIMETHYL-1,3-DIOXOLANE A NEW CHIRAL LIGAND FOR ENANTIOSELECTIVE CATALYSIS [J].

CHELUCCI, G ;

CABRAS, MA ;

BOTTEGHI, C ;

MARCHETTI, M .

TETRAHEDRON-ASYMMETRY, 1994, 5 (03) :299-302

[8] ENANTIOSELECTIVE PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION WITH SULFUR-CONTAINING OXAZOLINE LIGANDS [J].

FROST, CG ;

WILLIAMS, JMJ .

TETRAHEDRON-ASYMMETRY, 1993, 4 (08) :1785-1788

[9] HYDROFORMYLATION OF STYRENE CATALYZED BY RHODIUM COMPLEXES WITH 2-DIPHENYLPHOSPHINOPYRIDINE [J].

GLADIALI, S ;

PINNA, L ;

ARENA, CG ;

ROTONDO, E ;

FARAONE, F .

JOURNAL OF MOLECULAR CATALYSIS, 1991, 66 (02) :183-190

[10] NOVEL HETEROBIDENTATE LIGANDS FOR ASYMMETRIC CATALYSIS - SYNTHESIS AND RHODIUM-CATALYZED REACTIONS OF S-ALKYL (R)-2-DIPHENYLPHOSPHINO-1,1'-BINAPHTHYL-2'-THIOL [J].

GLADIALI, S ;

DORE, A ;

FABBRI, D .

TETRAHEDRON-ASYMMETRY, 1994, 5 (07) :1143-1146

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