PALLADIUM-ASSISTED FORMATION OF CARBON-CARBON BONDS .2. STOICHIOMETRIC SYNTHESIS OF SPIROCYCLIC COMPOUNDS - X-RAY STRUCTURE OF A PI-ALLYLIC PALLADIUM INTERMEDIATE

被引：26

作者：

VICENTE, J ^{[1
]}

ABAD, JA ^{[1
]}

GILRUBIO, J ^{[1
]}

JONES, PG ^{[1
]}

机构：

[1] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST ANORGAN & ANALYT,D-38023 BRAUNSCHWEIG,GERMANY

来源：

INORGANICA CHIMICA ACTA | 1994年 / 222卷 / 1-2期

关键词：

CRYSTAL STRUCTURES; PALLADIUM COMPLEXES; ALLYLIC LIGAND COMPLEXES;

D O I：

10.1016/0020-1693(94)03889-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Stoichiometric reactions of arylpalladium compounds with alkynes give spirocyclic organic and organometallic compounds. The compound bis{kappa2-C-O-(2,3,4-trimethoxy-6-acetylphenyl)}di(mu-chloro)dipalladium(II) reacts with diphenylacetylene or ethyl 3-phenylpropiolate giving 6-acetyl-1,2,3,4-tetraphenyl-9,10-dimethoxy-spiro[4.5]1,3,6,9-decatetraen-8-one and 6-acetyl-1,3-dicarboxyethyl-2,4-diphenyl-9,10-dimethoxy-spiro[4,5]1,3,6,9-decatetraen-8-one, respectively. A pi-allylpalladium complex, eta3-{6-acetyl-1,2,3,4-tetraphenyl-8,9,10-trimethoxy-spiro[4,5]1,3,9-decatrien-6-enyl}(2,2'-bipyridine)palladium(II) trifluoromethylsulfonate solvated, with one molecule of 1,2-dichloroethane, has also been isolated and its structure determined by X-ray diffraction studies.

引用

页码：1 / 4

页数：4

共 15 条

[1] INSERTIONS OF DIPHENYLACETYLENE INTO CYCLOPALLADATED COMPOUNDS - CRYSTAL-STRUCTURE OF [PD((PHC=CPH)2C6H4CH2N=CH(2,6-C6H3CL2))BR] [J].

ALBERT, J ;

GRANELL, J ;

SALES, J ;

SOLANS, X .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 379 (1-2) :177-185

[2] REACTIVITY OF CYCLOPALLADATED COMPOUNDS .18. COMPARED REACTIVITY OF THE PD-C BONDS OF 2 CLOSELY RELATED 6-MEMBERED PALLADOCYCLIC RINGS WITH SUBSTITUTED ALKYNES - X-RAY AND MOLECULAR-STRUCTURES OF [PD(C(PH)=C(R)C(PH)=C(R)(O-C6H4N=CMENHPH))CL] (R=CO2ET) AND [PD(C(R)[C(CO2ME)C(R)=C(R)C(R)=C(R)][O-C6H4N=CME(OH)])CL] (R=CO2ME)A [J].

DUPONT, J ;

PFEFFER, M ;

DARAN, JC ;

GOUTERON, J .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1988, (09) :2421-2429

[3]

DUPONT J, 1991, NEW J CHEM, V15, P551

[4]

GODLESKI SA, 1983, J ORG CHEM, V48, P2101, DOI 10.1021/jo00160a035

[5]

Heck R. F., 1985, PALLADIUM REAGENTS O

[6] SYNTHESIS OF SPIRO DIENONES FROM INTERNAL ACETYLENE AND CYCLIC 3-IODO ENONES IN THE PRESENCE OF NICKEL BROMIDE AND ZINC POWDER [J].

KONG, KC ;

CHENG, CH .

ORGANOMETALLICS, 1992, 11 (05) :1972-1975

[7] A NEW SYNTHESIS OF SUBSTITUTED FULVENES [J].

LEE, GCM ;

TOBIAS, B ;

HOLMES, JM ;

HARCOURT, DA ;

GARST, ME .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) :9330-9336

[8] REACTION OF CYCLOPALLADATED COMPOUNDS .15. CONTROLLED SYNTHESIS OF HETEROCYCLIC-COMPOUNDS THROUGH RING ENLARGEMENT BY ALKYNE INSERTIONS INTO THE PD-C BONDS OF CYCLOPALLADATED AMINES FOLLOWED BY SUBSEQUENT RING-CLOSURE [J].

MAASSARANI, F ;

PFEFFER, M ;

LEBORGNE, G .

ORGANOMETALLICS, 1987, 6 (10) :2029-2043

[9] REACTION OF CYCLOPALLADATED COMPOUNDS .16. STEPWISE INSERTION OF ONE, 2, AND 3 ALKYNE MOLECULES INTO THE PD-C BOND OF A 6-MEMBERED PALLADOCYCLE - ONE-POT SYNTHESIS OF SPIROCYCLIC COMPOUNDS [J].

MAASSARANI, F ;

PFEFFER, M ;

LEBORGNE, G .

ORGANOMETALLICS, 1987, 6 (10) :2043-2053

[10] FURTHER INSIGHT INTO THE MECHANISM OF THE PALLADIUM INDUCED CARBOCYCLISATION OF ARYL RINGS [J].

PFEFFER, M ;

SUTTER, JP ;

ROTTEVEEL, MA ;

DECIAN, A ;

FISCHER, J .

TETRAHEDRON, 1992, 48 (12) :2427-2440

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