Diastereoselective self-assembly of chiral diamine-chelated aryllithiums to dimeric aggregates

被引：16

作者：

Arink, AM

Kronenburg, CMP

Jastrzebski, JTBH

Lutz, M

Spek, AL

Gossage, RA

van Koten, G

机构：

[1] Univ Utrecht, Bijvoet Ctr Biomol Res Crystal & Struct Chem, NL-3584 CH Utrecht, Netherlands

[2] Univ Utrecht, Debye Inst, Dept Met Mediated Synth, NL-3584 CH Utrecht, Netherlands

[3] Acadia Univ, Dept Chem, Chester Woodleigh Small Lab Organ Chem, Wolfville, NS B4P 2R6, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 49期

关键词：

D O I：

10.1021/ja045914q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aryllithium compounds [LiC6H4(CH2N(Et)CH2CH2NEt2)-2](2) (2b), [LiC6H4(CH(Me)N(Me)CH2CH2NMe2-(R))-2](2) ((R)-3b), and [LiC6H4(CH(Me)N(Me)CH2CH2NMe2-(rac))-2](2) ((rac)-3b) were synthesized and characterized in the solid state and in solution. X-ray crystallographic studies of 2b and (R)-3b and molecular weight determinations of 2b, (R)-3b, and (rac)-3b by cryoscopy in benzene showed that, both in the solid state and in apolar, noncoordinating solvents such as benzene, these compounds exist as discrete dimeric aggregates. For (R)-3b and (rac)-3b the aggregation process of two monomeric aryllithium units to one dimer is highly diastereoselective.

引用

页码：16249 / 16258

页数：10

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