Alkyne hydroarylation with palladium(II) complexes bearing chelating N-heterocyclic ligands: effect of non-coordinated nitrogens on catalyst efficiency

被引:18
作者
Gazzola, Luca [1 ]
Tubaro, Cristina [1 ]
Biffis, Andrea [1 ]
Basato, Marino [1 ]
机构
[1] Univ Padua, Dipartimento Sci Chim, I-35131 Padua, Italy
关键词
FRIEDEL-CRAFTS ALKENYLATION; C-H ACTIVATION; PROPIOLIC ACIDS; IONIC LIQUID; DICARBENE PALLADIUM(II); MECHANISTIC ASPECTS; ORGANIC-SYNTHESIS; SIMPLE ARENES; FUNCTIONALIZATION; RUTHENIUM(II);
D O I
10.1039/b9nj00506d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium(II) complexes with chelating N-heterocyclic ligands bearing uncoordinated nitrogen atoms are efficient catalysts in the hydroarylation of alkynes, giving selectively trans-hydroarylation of the triple bond. The catalytic efficiency of these systems is markedly dependent on the strength of the acid added as reaction promoter, thus suggesting the formation, via ligand protonation, of highly electrophilic metal intermediates, which are responsible for the observed selectivity.
引用
收藏
页码:482 / 486
页数:5
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