Diastereoselective supramolecular ion-pairing between the TRISPHAT anion and pro-chiral heptamethine cyanine dyes

被引:13
作者
Bouit, Pierre-Antoine [1 ]
Aronica, Christophe [1 ]
Guy, Laure [1 ]
Martinez, Alexandre [1 ]
Andraud, Chantal [1 ]
Maury, Olivier [1 ]
机构
[1] Univ Lyon, Ecole Normale Super Lyon, Chim Lab, ICL,CNRS,UMR 5182, F-69007 Lyon, France
关键词
MEDIATED ASYMMETRIC CHEMISTRY; INDUCED CIRCULAR-DICHROISM; RUTHENIUM(II) COMPLEXES; RESOLVING AGENTS; RESOLUTION; NMR; COUNTERION; LIGANDS;
D O I
10.1039/b905366b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The supramolecular interactions between enantiopure TRISPHAT anion (tris(tetrachlorobenzene-diolato) phosphate) and various non-chiral or pro-chiral heptamethine cyanine cations have been studied in the solid state by X-ray diffraction and in solution by NMR spectroscopy. The presence of the conformationally restricted tert-butyl functionalized cyclohexenyl moieties is responsible for the asymmetric shape interaction between the two ions revealing the chirality of the molecule. On the other hand, the strength of this interaction is controlled by the nature of the distal substituents.
引用
收藏
页码:3086 / 3090
页数:5
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