Cyclometallated compounds. XIII. Cyclopalladation of 2-phenoxypyridine and structurally-related compounds

被引：50

作者：

de Geest, DJ ^{[1
]}

O'Keefe, BJ ^{[1
]}

Steel, PJ ^{[1
]}

机构：

[1] Univ Canterbury, Dept Chem, Christchurch 1, New Zealand

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1999年 / 579卷 / 1-2期

关键词：

cyclometallation reactions; palladium complexes; acetylacetonate complexes; crystal structure;

D O I：

10.1016/S0022-328X(98)01203-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

2-Phenoxypyridine and 2-phenylsulfanylpyridine are cyclopalladated readily by palladium acetate to give six-membered metallocycles. Extension to the three isomeric bis(2-pyridyloxy)benzenes leads to a new series of doubly-cyclopalladated compounds. In contrast, 3-6-diphenoxypyridazine and 4-6-diphenoxypyrimidine only undergo monopalladation, whilst their sulfur analogues are resistant to cyclopalladation. All cyclometallated compounds are converted to their acetylacetonate derivatives and the X-ray crystal structure of one of these is described. (C) 1999 Elsevier Science S.A. All rights reserved.

引用

页码：97 / 105

页数：9

共 64 条

[1] 5-MEMBERED AND 6-MEMBERED EXO-CYCLOPALLADATED COMPOUNDS OF N-BENZYLIDENEAMINES - SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF [PDBR(PARA-MEOC6H3(CH2)2N=CH(2,6-CL2C6H3))(PPH3)] AND [PDBR(C6H4CH2N=CH(2,6-CL2C6H3))(PET3)2] [J].

ALBERT, J ;

GOMEZ, M ;

GRANELL, J ;

SALES, J ;

SOLANS, X .

ORGANOMETALLICS, 1990, 9 (05) :1405-1413

[2] COMPETITIVE METALATION REACTIONS BETWEEN ALIPHATIC AND AROMATIC CARBON-ATOMS IN N-BENZYLIDENEAMINES - X-RAY MOLECULAR-STRUCTURE OF [PD(1-CH2-2-(HC=NC6H5)-3,5-(CH3)2C6H2)BRPPH3] [J].

ALBERT, J ;

GRANELL, J ;

SALES, J .

ORGANOMETALLICS, 1986, 5 (12) :2567-2568

[3] RIGID 5-MEMBERED AND 6-MEMBERED C,N,N'-BOUND ARYL, BENZYL, AND ALKYL ORGANOPALLADIUM COMPLEXES - SP(2) VS SP(3) C-H ACTIVATION DURING CYCLOPALLADATION AND PALLADIUM(IV) INTERMEDIATES IN OXIDATIVE ADDITION-REACTIONS WITH DIHALOGENS AND ALKYL-HALIDES [J].

ALSTERS, PL ;

ENGEL, PF ;

HOGERHEIDE, MP ;

COPIJN, M ;

SPEK, AL ;

VANKOTEN, G .

ORGANOMETALLICS, 1993, 12 (05) :1831-1844

[4] ORTHOMETALLATED AMIDINE COMPLEXES OF PALLADIUM, PLATINUM AND NICKEL(II) - CRYSTAL-STRUCTURE OF [PD(P-CH3C6H4NC-(CH3)NHC6H3CH3-P)(ETA-5-C5H5)] [J].

BARKER, J ;

CAMERON, ND ;

KILNER, M ;

MAHMOUD, MM ;

WALLWORK, SC .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1991, (12) :3435-3445

[5] EXO-CYCLOPALLADATED AND ENDO-CYCLOPALLADATED COMPOUNDS OF N-BENZYLIDENEAMINES - SYNTHESIS AND X-RAY STRUCTURE OF [PD(1-CH2-2-(CH=N-2',4',6'-ME3C6H2)-3,5-ME2C6H2)BR]2 [J].

BARRO, J ;

GRANELL, J ;

SAINZ, D ;

SALES, J ;

FONTBARDIA, M ;

SOLANS, X .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 456 (01) :147-154

[6] REACTIVITY OF CYCLOMETALATED COMPOUNDS OF N-BENZYLIDENEAMINES - SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF [PD(1-CH2-2-(CH=N-C6H5)-3,5-(CH3)2C6H2) (2,4-ME2C5H3N)]CLO4 [J].

BOSQUE, R ;

GRANELL, J ;

SALES, JQ ;

FONTBARDIA, M ;

SOLANS, X .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 453 (01) :147-154

[7] COHERENCE TRANSFER BY ISOTROPIC MIXING - APPLICATION TO PROTON CORRELATION SPECTROSCOPY [J].

BRAUNSCHWEILER, L ;

ERNST, RR .

JOURNAL OF MAGNETIC RESONANCE, 1983, 53 (03) :521-528

[8] STUDIES IN THE CYANINE DYE SERIES .11. THE MEROCYANINES [J].

BROOKER, LGS ;

KEYES, GH ;

SPRAGUE, RH ;

VANDYKE, RH ;

VANLARE, E ;

VANZANDT, G ;

WHITE, FL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (11) :5326-5332

[9] THE SYNTHESIS AND PROPERTIES OF METAL-CONTAINING LIQUID-CRYSTAL SYSTEMS - WHAT CAN THE METAL DO FOR YOU [J].

BRUCE, DW .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1993, (20) :2983-2989

[10] Monomeric and dimeric ortho-metallated palladium(II)-imine systems as liquid crystals [J].

Buey, J ;

Espinet, P .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 507 (1-2) :137-145

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