INSERTION OF NORBORNENE INTO ARYL-PALLADIUM(II) BONDS - MECHANISTIC ASPECTS OF THE SUBSEQUENT C-H ACTIVATION

被引:47
作者
MARKIES, BA
WIJKENS, P
KOOIJMAN, H
SPEK, AL
BOERSMA, J
VANKOTEN, G
机构
[1] UNIV UTRECHT,DEBYE RES INST,DEPT MET MEDIATED SYNTHESIS,PADUALAAN 8,3584 CH UTRECHT,NETHERLANDS
[2] UNIV UTRECHT,BIJVOET CTR BIOMOLEC RES,CRYSTAL & STRUCT CHEM LAB,3584 CH UTRECHT,NETHERLANDS
关键词
D O I
10.1039/c39920001420
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The insertion of norbornene into the Pd-C bond of the cationic phenylpalladium(II) complex [PdPh(pmdien)]OTf (2, pmdien = N,N,N',N",N"-pentamethyldiethylenetriamine, OTf = trifluoromethanesulfonate) yields a 1 : 1 enantiomeric mixture of an ortho 2-exo-norbornyl-substituted phenylpalladium(II) compound via selective, intramolecular C-H activation of the phenyl ring.
引用
收藏
页码:1420 / 1423
页数:4
相关论文
共 12 条
[1]   PALLADIUM-(II) AND PALLADIUM-(IV) COMPLEXES AS INTERMEDIATES IN CATALYTIC C-C BOND-FORMING REACTIONS [J].
CATELLANI, M ;
CHIUSOLI, GP .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 346 (01) :C27-C30
[2]  
DEGRAAF W, 1989, RECL TRAV CHIM PAY B, V108, P275
[3]   TRANS 2,6-BIS[(DIMETHYLAMINO)METHYL]PHENYL-N,N',C COMPLEXES OF PD(II) AND PT(II) - CRYSTAL-STRUCTURE OF [PTI(MEC6H3(CH2NME2)2-O,O')]BF4 - A CYCLOHEXADIENYL CARBONIUM-ION WITH A SIGMA-BONDED METAL SUBSTITUENT [J].
GROVE, DM ;
VANKOTEN, G ;
LOUWEN, JN ;
NOLTES, JG ;
SPEK, AL ;
UBBELS, HJC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (24) :6609-6616
[4]   INSERTION OF NORBORNADIENE INTO THE ARYL PALLADIUM BOND - SYNTHESIS, STRUCTURE AND DYNAMICS OF INTRAMOLECULAR ETA-2-ARENE PALLADIUM SPECIES [J].
LI, CS ;
CHENG, CH ;
LIAO, FL ;
WANG, SL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (10) :710-712
[5]  
MARKIES B, UNPUB
[6]  
MARKIES BA, 1991, RECL TRAV CHIM PAY B, V110, P477
[7]  
MARKIES BA, 1991, RECL TRAV CHIM PAY B, V110, P133
[8]   NEW NEUTRAL AND CATIONIC METHYLPALLADIUM(II) COMPLEXES CONTAINING TRIDENTATE NITROGEN LIGANDS - SYNTHESIS, REACTIVITY AND X-RAY CRYSTAL-STRUCTURE OF (SIGMA-N-2-(N-ISOPROPYLCARBALDIMINO)-6-(N-ISOPROPYL-CARBALDIMINO)-SIGMA-N'-PYRIDYL)(CHLORO)METHYLPALLADIUM-(II) AND [(SIGMA-3-N,N',N''-2,2'-6',2''-TERPYRIDYL)METHYL-PALLADIUM(II)] CHLORIDE DIHYDRATE [J].
RULKE, RE ;
HAN, IM ;
ELSEVIER, CJ ;
VRIEZE, K ;
VANLEEUWEN, PWNM ;
ROOBEEK, CF ;
ZOUTBERG, MC ;
WANG, YF ;
STAM, CH .
INORGANICA CHIMICA ACTA, 1990, 169 (01) :5-8
[9]   MECHANISMS OF INTRAMOLECULAR ACTIVATION OF C-H BONDS IN TRANSITION-METAL COMPLEXES [J].
RYABOV, AD .
CHEMICAL REVIEWS, 1990, 90 (02) :403-424
[10]   A HYDROGEN-ATOM IN AN ORGANOPLATINUM-AMINE SYSTEM - TAUTOMERS HAVING EITHER A BRIDGING HYDROGEN WITH PLATINUM(II) OR A HYDRIDE ON PLATINUM(IV) - THE X-RAY CRYSTAL-STRUCTURE AT 100 K OF [PT(C10H6(NME2)-8-C,N)(C10H6(NHME2)-8-C)(BR)] [J].
WEHMANOOYEVAAR, ICM ;
GROVE, DM ;
VANDERSLUIS, P ;
SPEK, AL ;
VANKOTEN, G .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (19) :1367-1369