Synthesis and resolution of 2,2'-bis-diphenylphosphino[3,3']biindolyl; A new atropisomeric ligand for transition metal catalysis

被引：120

作者：

Berens, U ^{[1
]}

Brown, JM ^{[1
]}

Long, J ^{[1
]}

Selke, R ^{[1
]}

机构：

[1] UNIV ROSTOCK, MAX PLANCK GESELL AG ASYMMETR KATALYSE, D-18055 ROSTOCK, GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 01期

关键词：

D O I：

10.1016/0957-4166(95)00447-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A synthesis of the title ligand is described in which the key step is the-dilithiation of 1,1'-bis(dimethylaminomethyl)-3,3'-biindolyl and electrophilic trapping with Cl(P)Ph(2). Concomitant N-deprotection and resolution with bis[(R)-dimethyl(1-(1-naphthyl) ethylaminato-C-2,N)palladium chloride] led to selective recovery of the S-enantiomer. The N-dimethylaminomethyl-substituted biindolyl,but not the parent compound, showed strongly second-order behaviour for C-13 NMR peaks in the region of the phosphorus atom due to a desymmetrising C-13-induced isotope shift of the P-31 resonance.

引用

页码：285 / 292

页数：8

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