RHODIUM-CATALYZED HYDROAMINATION-HYDROARYLATION OF NORBORNENE WITH ANILINE, TOLUIDINES OR DIPHENYLAMINE

被引：89

作者：

BRUNET, JJ ^{[1
]}

COMMENGES, G ^{[1
]}

NEIBECKER, D ^{[1
]}

PHILIPPOT, K ^{[1
]}

机构：

[1] INST NATL POLYTECH TOULOUSE,F-31077 TOULOUSE,FRANCE

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1994年 / 469卷 / 02期

关键词：

RHODIUM; NORBORNENE; HYDROARYLATION; HYDROAMINATION; CATALYSIS;

D O I：

10.1016/0022-328X(94)88076-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The condensation of aniline, toluidines or diphenylamine with norbornene tetrahydrofuran is promoted by a system generated from Li(n)Bu, ArNH2 and [{(PEt3)2RhCl}2]. Aniline and m- and p-toluidines lead to a mixture of hydroamination and hydroarylation products whereas o-toluidine and diphenylamine lead to the hydroarylation product only. When conducted in the amine as solvent, the reaction is catalytic with respect to both lithium and rhodium.

引用

页码：221 / 228

页数：8

共 30 条

[1] PALLADIUM-CATALYZED PREPARATION OF EXO-ARYL DERIVATIVES OF THE NORBORNANE SKELETON
ARCADI, A
MARINELLI, F
BERNOCCHI, E
CACCHI, S
ORTAR, G
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 368 (02) : 249 - 256
[2] BAYER AG, 1956, Patent No. 756538
[3] BOLDRINI GP, 1974, SYNTHESIS-STUTTGART, P733
[4] FUNCTIONALIZATION OF ALKENES - CATALYTIC AMINATION OF MONOOLEFINS
BRUNET, JJ
NEIBECKER, D
NIEDERCORN, F
[J]. JOURNAL OF MOLECULAR CATALYSIS, 1989, 49 (03): : 235 - 259
[5] UNEXPECTED CATALYTIC AND STEREOSELECTIVE HYDROARYLATION OF NORBORNENE DURING THE ATTEMPTED RHODIUM-CATALYZED HYDROAMINATION OF NORBORNENE WITH ANILINE OR DIPHENYLAMINE
BRUNET, JJ
NEIBECKER, D
PHILIPPOT, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (17) : 1215 - 1216
[6] BRUNET JJ, UNPUB
[7] RELATIVE METAL HYDROGEN, METAL OXYGEN, METAL NITROGEN, AND METAL-CARBON BOND STRENGTHS FOR ORGANORUTHENIUM AND ORGANOPLATINUM COMPOUNDS - EQUILIBRIUM STUDIES OF CPSTAR(PME3)2RUX AND (DPPE)MEPTX SYSTEMS
BRYNDZA, HE
FONG, LK
PACIELLO, RA
TAM, W
BERCAW, JE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (05) : 1444 - 1456
[8] RATIONAL DESIGN IN HOMOGENEOUS CATALYSIS - IR(I)-CATALYZED ADDITION OF ANILINE TO NORBORNYLENE VIA N-H ACTIVATION
CASALNUOVO, AL
CALABRESE, JC
MILSTEIN, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) : 6738 - 6744
[9] CAUBERE P, 1969, B SOC CHIM FR, P1737
[10] AMIDES OF RHODIUM(I) AND RUTHENIUM(II), [RH(NR2)(PPH3)2] AND [RUH(NR2)(PPH3)2] (R=ME3SI) - NOVEL LOW COORDINATION NUMBER D8 AND D6 METAL-COMPLEXES
CETINKAYA, B
LAPPERT, MF
TORRONI, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (19) : 843 - 844

← 1 2 3 →