Atropochiral (C,C)-chelating NHC-ylide ligands: synthesis and resolution of palladium(II) complexes thereof

被引：26

作者：

Abdellah, Ibrahim ^{[1
,2
,3
]}

Debono, Nathalie ^{[1
,2
,3
]}

Canac, Yves ^{[1
,2
,3
]}

Duhayon, Carine ^{[1
,2
,3
]}

Chauvin, Remi ^{[1
,2
,3
]}

机构：

[1] CNRS, F-75700 Paris, France

[2] LCC, F-31077 Toulouse, France

[3] Univ Toulouse, UPS, INPT, Toulouse, France

来源：

DALTON TRANSACTIONS | 2009年 / 35期

关键词：

N-HETEROCYCLIC CARBENES; PHOSPHONIUM YLIDE; STEREODIRECTING LIGANDS; COORDINATION CHEMISTRY; CATALYTIC-PROPERTIES; EFFICIENT CATALYSTS; OPTICAL RESOLUTION; PHOSPHINE; DIAMINOCARBENE; STABILITY;

D O I：

10.1039/b907019b

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Atropochiral NHC-phosphonium ylides based on the naphthyl-benzimidazolyl core are targeted as strongly sigma-donor C,C-chelating ligands of transition metals. The ligand core is shown to act in either a monodentate (through the carbene center) or bidentate (through the carbene and the ylide centers) fashion in seven palladium(II) complexes obtained by two sequential strategies. In particular, the enantiomerically pure ortho-palladated (S)-dimethyl(1-phenylethyl) amine co-ligand is used as the chiral resolving agent for the separation of diastereoisomeric NHC-ylide complexes by fractional crystallization. Hydrochloric treatment of either diastereoisomer was found to keep intact the two carbon-palladium bonds, while affording the corresponding enantiomeric beta-zwitterionic NHC-ylide palladate complexes. The absolute configuration of the chirally isolated C,C-chelating ligand was finally confirmed by X-ray crystallography.

引用

页码：7196 / 7202

页数：7

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