ortho-palladated alpha-phenylalkylamines for enantiomeric purity determination of monodentate P*-chiral phosphines

被引:64
作者
Dunina, VV
Kuzmina, LG
Kazakova, MY
Grishin, YK
Veits, YA
Kazakova, EI
机构
[1] RUSSIAN ACAD SCI,NS KURNAKOV GEN & INORGAN CHEM INST,MOSCOW 117907,RUSSIA
[2] SYKTYVKAR STATE UNIV,DEPT BIOL & CHEM,SYKTYVKAR 167005,RUSSIA
基金
俄罗斯基础研究基金会;
关键词
D O I
10.1016/S0957-4166(97)00300-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three ortho-palladated complexes were tested as chiral derivatizing agents for enantiomeric excess determination of monodentate P-*-chiral phosphines by P-31 NMR analysis. The complexes containing a bulky substituent at the alpha-C-* - 1e or an N-*-stereocentre 1d are shown to be more efficient as compared to known N-achiral alpha-methyl substituted analogues. The structure and stereochemistry of the new dimeric complex (S-c)-1e was established by X-ray analysis. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:2537 / 2545
页数:9
相关论文
共 57 条
[1]   CHIRAL CYCLOPALLADATED COMPOUNDS FOR ENANTIOMERIC PURITIES OF FUNCTIONALIZED PHOSPHINES BY MEANS OF MULTINUCLEAR NMR [J].
ALBERT, J ;
GRANELL, J ;
MULLER, G ;
SAINZ, D ;
FONTBARDIA, M ;
SOLANS, X .
TETRAHEDRON-ASYMMETRY, 1995, 6 (02) :325-328
[2]   CONTRASTING BEHAVIOR OF RELATED PALLADIUM COMPLEX-DERIVED RESOLVING AGENTS - 8-H CONFORMATIONAL LOCKING OF THE 1-NAPHTHYL SIDE-CHAIN [J].
ALCOCK, NW ;
HULMES, DI ;
BROWN, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (03) :395-397
[3]   BASE-PROMOTED REACTION OF DICHLORO(2,2,N,N-TETRAMETHYL-3-BUTEN-1-AMINE)PALLADIUM WITH METHANOL - NOVEL ROUTE TO A 2-OXOALKYLPALLADIUM COMPLEX AND ITS X-RAY ANALYSIS [J].
ALYEA, EC ;
DIAS, SA ;
FERGUSON, G ;
MCALEES, AJ ;
MCCRINDLE, R ;
ROBERTS, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :4985-4989
[4]   A SIMPLE ROUTE TO AN ENANTIOMERICALLY PURE DIPHOSPHINE LIGAND CONTAINING A PHOSPHORUS STEREOGENIC CENTER [J].
AW, BH ;
LEUNG, PH .
TETRAHEDRON-ASYMMETRY, 1994, 5 (07) :1167-1170
[5]   NMR assignment of absolute configuration of a P-chiral diphosphine and mechanics of its stereoselective formation [J].
Aw, BH ;
Selvaratnam, S ;
Leung, PH ;
Rees, NH ;
McFarlane, W .
TETRAHEDRON-ASYMMETRY, 1996, 7 (06) :1753-1762
[6]  
AW BH, 1994, TETRAHEDRON-ASYMMETR, V5, P1160
[7]   RESOLUTIONS INVOLVING METAL COMPLEXATION - OPTICAL RESOLUTION OF (+/-)-METHYLPHENYLPHOSPHINE IN THE COMPLEX [(S),(S,S)]-(+)589-[PTCL(PHMEPH)(1,2-C6H4(PMEPH)2)]PF6.CH2CL2 [J].
BADER, A ;
SALEM, G ;
WILLIS, AC ;
WILD, SB .
TETRAHEDRON-ASYMMETRY, 1992, 3 (10) :1227-1230
[8]   FIRST RESOLUTION OF A FREE SECONDARY PHOSPHINE CHIRAL AT PHOSPHORUS [J].
BADER, A ;
PABEL, M ;
WILD, SB .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (12) :1405-1406
[9]   STRUCTURAL SYSTEMATICS OF THE ISOMERIC DI-MU-CHLOROBIS(N,N-DIALKYLBENZYLAMINE-2,C,N)DIPALLADIUM(II) COMPLEXES - THE CRYSTAL-STRUCTURES OF THE ORTHO-METHOXY, META-METHOXY AND PARA-METHOXY SUBSTITUTED COMPLEXES [J].
BARR, N ;
DYKE, SF ;
SMITH, G ;
KENNARD, CHL ;
MCKEE, V .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 288 (01) :109-117
[10]   SYNTHESES AND PROPERTIES OF ACYLPHOSPHANES .5. TERT-BUTYL AND PHENYLPIVALOYLPHOSPHANES [J].
BECKER, G ;
ROSSLER, M ;
SCHNEIDER, E .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1978, 439 (02) :121-133