Conditions for deuterium exchange mediated by iridium complexes formed in situ

被引：42

作者：

Cross, PWC

Ellames, GJ

Gibson, JS

Herbert, JM

Kerr, WJ

McNeill, AH

Mathers, TW

机构：

[1] Sanofi Synthelabo, Dept Isotope Chem & Metabolite Synth, Alnwick NE66 2JH, Northd, England

[2] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland

来源：

TETRAHEDRON | 2003年 / 59卷 / 18期

关键词：

iridium complexes; deuterium exchange; isotope exchange;

D O I：

10.1016/S0040-4020(03)00422-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of iridium-based complexes formed in situ, containing pyridine, phosphines, triphenylarsine, triphenylstibine, and triphenylamine as ligands, has been screened for ability to mediate ortho-exchange of hydrogen in a series of model substrates. Improved incorporation into a number of substrate classes has been achieved. The electronic properties and number of ligands at the metal centre are instrumental in determining which catalysts are best suited to exchange in any given substrate. (C) 2003 Published by Elsevier Science Ltd.

引用

收藏

页码：3349 / 3358

页数：10

相关论文

共 22 条

[1] 2-furyl phosphines as ligands for transition-metal-mediated organic synthesis [J].

Andersen, NG ;

Keay, BA .

CHEMICAL REVIEWS, 2001, 101 (04) :997-1030

[2] PREPARATION OF ( ETA-CYCLO-OCTA-1,5-DIENE)HALOGENOHYDRIDOBIS(PHOSPHINE)-IRIDIUM(III) SALTS AND KINETIC STUDY OF OXIDATIVE-ADDITION REACTIONS OF ( ETA-CYCLO-OCTA-1,5-DIENE)BIS(PHOSPHINE)IRIDIUM(I) SALTS WITH HYDROHALOGENIC ACIDS - EVIDENCE FOR ANIONIC INTERMEDIATES [J].

ASHWORTH, TV ;

SINGLETON, JE ;

DEWAAL, DJA ;

LOUW, WJ ;

SINGLETON, E ;

VANDERSTOK, E .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1978, (04) :340-347

[3] Anomalous reactivity of triphenylarsine and triarylphosphines of low basicity with [Ir(cod)(py)(2)][PF6] and use of the complexes as precatalysts for imine hydrogenation [J].

Bedford, RB ;

Chaloner, PA ;

Dewa, SZ ;

Lopez, G ;

Hitchcock, PB ;

Momblona, F ;

Serrano, JL .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1997, 527 (1-2) :75-82

[4]

Chen W, 1997, J LABELLED COMPD RAD, V39, P291, DOI 10.1002/(SICI)1099-1344(199704)39:4<291::AID-JLCR973>3.0.CO

[5]

2-K

[6] IRIDIUM COMPOUNDS IN CATALYSIS [J].

CRABTREE, R .

ACCOUNTS OF CHEMICAL RESEARCH, 1979, 12 (09) :331-338

[7] CATIONIC IRIDIUM DIOLEFIN COMPLEXES AS ALKENE HYDROGENATION CATALYSTS AND ISOLATION OF SOME RELATED HYDRIDO COMPLEXES [J].

CRABTREE, RH ;

FELKIN, H ;

MORRIS, GE .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 141 (02) :205-215

[8] DIHYDRIDOIRIDIUM DIOLEFIN COMPLEXES AS INTERMEDIATES IN HOMOGENEOUS HYDROGENATION [J].

CRABTREE, RH ;

FELKIN, H ;

FILLEBEENKHAN, T ;

MORRIS, GE .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 168 (02) :183-195

[9] DIHYDRIDOBIS(SOLVENT)BIS(TRIPHENYLPHOSPHINE)IRIDIUM(III) TETRAFLUOROBORATES [J].

CRABTREE, RH ;

MELLEA, MF ;

MIHELCIC, JM .

INORGANIC SYNTHESES, 1990, 28 :56-60

[10] The scope and limitations of deuteration mediated by Crabtree's catalyst [J].

Ellames, GJ ;

Gibson, JS ;

Herbert, JM ;

McNeill, AH .

TETRAHEDRON, 2001, 57 (46) :9487-9497