REACTIONS OF PALLADIUM AMIDE COMPLEXES WITH DIMETHYL ACETYLENEDICARBOXYLATE - PALLADIUM-MEDIATED C-N BOND FORMATION

被引：60

作者：

VILLANUEVA, LA ^{[1
]}

ABBOUD, KA ^{[1
]}

BONCELLA, JM ^{[1
]}

机构：

[1] UNIV FLORIDA,DEPT CHEM,GAINESVILLE,FL 32611

来源：

ORGANOMETALLICS | 1992年 / 11卷 / 09期

关键词：

D O I：

10.1021/om00045a004

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reaction of the complexes trans-Pd(C6H4C-(H)=NPh)(NHPh)(PMe3)2 (1) and trans-Pd(C6H5)(NHPh)-(PMe3)2 (3) with dimethyl acetylenedicarboxylate (DMAD) results in the insertion of the acetylene into the Pd-N bond, forming cis- and trans-Pd[(MeOOC)C=C(COOMe)(NHPh)](C6H4C(H)=NPh)(PMe3)2 (2) and trans-Pd[(MeOOC)C=C(COOMe)(NHPh)](C6H5)(PMe3)2 (4). Thermolysis of 2 at 110-degrees-C gives a high yield (76%) of N-phenyl-1-anilino-3,4-bis(methylcarboxy)-1,2-dihydroisoquinoline (5).

引用

页码：2963 / 2965

页数：3

共 36 条

[1] [Anonymous], 1951, ORGANIC REACTIONS, V6
[2] PREPARATION AND CHEMISTRY OF NOVEL PLATINUM(II) AMIDE COMPLEXES CONTAINING BETA-HYDROGENS
BRYNDZA, HE
FULTZ, WC
TAM, W
[J]. ORGANOMETALLICS, 1985, 4 (05) : 939 - 940
[3] 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
[4] MONOMERIC METAL-HYDROXIDES, ALKOXIDES, AND AMIDES OF THE LATE TRANSITION-METALS - SYNTHESIS, REACTIONS, AND THERMOCHEMISTRY
BRYNDZA, HE
TAM, W
[J]. CHEMICAL REVIEWS, 1988, 88 (07) : 1163 - 1188
[5] THE PALLADIUM-CATALYZED HYDROARYLATION AND HYDROVINYLATION OF CARBON CARBON MULTIPLE BONDS - NEW PERSPECTIVES IN ORGANIC-SYNTHESIS
CACCHI, S
[J]. PURE AND APPLIED CHEMISTRY, 1990, 62 (04) : 713 - 722
[6] 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
[7] SYNTHESES, REACTIONS, AND MOLECULAR-STRUCTURES OF TRANS-HYDRIDO(PHENYLAMIDO)BIS(TRIETHYLPHOSPHINE)PLATINUM(II) AND TRANS-HYDRIDOPHENOXOBIS(TRIETHYLPHOSPHINE)PLATINUM(II)
COWAN, RL
TROGLER, WC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (13) : 4750 - 4761
[8] REGIOSELECTIVE INSERTION OF ACRYLONITRILE INTO THE PT-N BOND OF HYDRIDO(PHENYLAMIDO)BIS(TRIETHYLPHOSPHINE)-PLATINUM(II) - A MODEL STEP FOR OLEFIN AMINATION
COWAN, RL
TROGLER, WC
[J]. ORGANOMETALLICS, 1987, 6 (11) : 2451 - 2453
[9] DAHLQUIST FW, 1975, J MAGN RESON, V17, P404
[10] AMIDES OF THE PLATINUM GROUP-METALS
FRYZUK, MD
MONTGOMERY, CD
[J]. COORDINATION CHEMISTRY REVIEWS, 1989, 95 (01) : 1 - 40

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