Heavier group-2-element catalyzed hydroamination of carbodiimides

被引:72
作者
Lachs, Jennifer R. [1 ]
Barrett, Anthony G. M. [1 ]
Crimmin, Mark R. [1 ]
Kociok-Koehn, Gabriele [2 ]
Hill, Michael S. [2 ]
Mahon, Mary F. [2 ]
Procopiou, Panayiotis A. [3 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[3] GlaxoSmithKline Med Res Ctr, Stevenage SG1 2NY, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
hydroamination; quanidine; guanidinate; alkaline earth amides;
D O I
10.1002/ejic.200800613
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The heteroleptic calcium amide [{ArNC(Me)CHC(Me)-NAr}Ca{N(SiMe3)(2)}(THF)] (Ar = 2,6-diisopropylphenyl) and the homoleptic heavier alkaline earth amides, [M{N(SiMe3)(2)}(2)(THF)(2)] (M = Ca, Sr and Ba) are reported as competent pre-catalysts for the hydroamination of 1,3-carbodiimides. Whilst the reaction scope is currently limited to reactions of aromatic amines with 1,3-dialkylcarbodiimides, in most cases preparations in hydrocarbon solvents proceed rapidly at room temperature with catalyst loadings as low as 0.2 mol-% and the guanidine reaction products crystallize directly from the reaction mixture. Initial studies are consistent with the intermediacy of heavier group-2 guanidinate complexes. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
引用
收藏
页码:4173 / 4179
页数:7
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