Ruthenium carbene complexes with N,N′-bis(mesityl) imidazol-2-ylidene ligands:: RCM catalysts of extended scope

被引:459
作者
Fürstner, A
Thiel, OR
Ackermann, L
Schanz, HJ
Nolan, SP
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
[2] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
关键词
D O I
10.1021/jo9918504
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands constitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carbene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting alpha,beta-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium: particularly high reaction rates are observed in toluene, although this solvent also leads to an increased tendency of the catalyst to isomerize the double bonds of the substrates.
引用
收藏
页码:2204 / 2207
页数:4
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