Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA.
J Org Chem. 2010 Jan 1;75(1):95-101. doi: 10.1021/jo901977n.
Chiral dimeric tridentate NHC-amidate-alkoxide palladium(II) complexes, 3a and 3b, effected oxidative boron Heck-type reactions of aryl boronic acids with both acyclic and cyclic alkenes at room temperature to afford the corresponding coupling products with high enantioselectivities. The high degree of enantioselection, far superior to existing methods, stems from differences in the nonbonding interactions in the proposed transition states, due to the influence from bulky substituents of the alkene substrates and the "counter axial groups" of the palladium(II) catalysts.
手性二聚三齿 NHC-酰胺-醇盐钯 (II) 配合物 3a 和 3b，在室温下实现了芳基硼酸与环状和非环状烯烃的氧化硼 Heck 型反应，以高对映选择性得到相应的偶联产物。这种高度的对映选择性远远优于现有方法，源于所提出的过渡态中非键相互作用的差异，这是由于烯烃底物的庞大取代基和钯 (II) 催化剂的“反轴向基团”的影响。
