Configurational ordering of cationic chiral dyes using a novel C2-symmetric hexacoordinated phosphate anion

被引:67
作者
Lacour, J
Londez, A
Goujon-Ginglinger, C
Buss, V
Bernardinelli, G
机构
[1] Univ Geneva, Dept Chim Organ, CH-1211 Geneva 4, Switzerland
[2] Gerhard Mercator Univ Duisburg, FB6 Theoret Chem, D-47057 Duisburg, Germany
[3] Univ Geneva, Lab Cristallog, CH-1211 Geneva 4, Switzerland
关键词
D O I
10.1021/ol006731l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] C-2-Symmetry hexacoordinated phosphorus BINPHAT anion-of configuration controlled by a BINOL ligand-can be prepared readily in a one pot process and behaves as an efficient NMR chiral shift agent and chiral inducer onto monomethinium dyes (CD, H-1 NMR).
引用
收藏
页码:4185 / 4188
页数:4
相关论文
共 19 条
[1]   SIMPLE AND EFFICIENT RESOLUTION OF 1,1'-BI-2-NAPHTHOL [J].
CAI, DW ;
HUGHES, DL ;
VERHOEVEN, TR ;
REIDER, PJ .
TETRAHEDRON LETTERS, 1995, 36 (44) :7991-7994
[2]  
CAVEZZAN J, 1979, TETRAHEDRON LETT, P795
[3]   The first C-2-symmetric, chiral monomethine dye - An apparent violation of the helicity rule for optical rotation [J].
Eggers, L ;
Buss, V ;
Henkel, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (08) :870-872
[4]   1H and 31P NMR determination of the enantiomeric purity of quaternary phosphonium cations using TRISPHAT as chiral shift agent [J].
Ginglinger, C ;
Jeannerat, D ;
Lacour, J ;
Jugé, S ;
Uziel, J .
TETRAHEDRON LETTERS, 1998, 39 (41) :7495-7498
[5]  
GRAHN W, 1995, LIEBIGS ANN, P1003
[6]  
GRAHN W, 1981, LIEBIGS ANN CHEM, P107
[7]   PFEIFFER EFFECT, OUTER-SPHERE COMPLEXATION, AND THE ABSOLUTE-CONFIGURATION OF DISSYMMETRIC COORDINATION-COMPOUNDS [J].
KIRSCHNER, S ;
AHMAD, N ;
MUNIR, C ;
POLLOCK, RJ .
PURE AND APPLIED CHEMISTRY, 1979, 51 (04) :913-923
[8]  
Knof U, 1999, ANGEW CHEM INT EDIT, V38, P302, DOI 10.1002/(SICI)1521-3773(19990201)38:3<302::AID-ANIE302>3.0.CO
[9]  
2-G
[10]   Synthesis and reactions of bis(4,5-benzo-1,3-dioxa-2-phospholano)dichloromethane [J].
Krill, J ;
Shevchenko, IV ;
Fischer, A ;
Jones, PG ;
Schmutzler, R .
CHEMISCHE BERICHTE-RECUEIL, 1997, 130 (10) :1479-1483