Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón, Facultad de Ciencias, Universidad de Zaragoza-C.S.I.C., E-50009, Zaragoza, Spain.
Org Biomol Chem. 2011 Sep 7;9(17):6075-81. doi: 10.1039/c1ob05499f. Epub 2011 Jul 13.
The efficiency of chiral bis(oxazoline)- and azabis(oxazoline)-copper complexes in the enantioselective carbene insertion into C-H bonds of cyclic ethers in homogeneous phase strongly depends on the structure of the substrate. The immobilization on laponite clay by electrostatic interactions not only allows the recovery and reuse of the heterogeneous catalysts, but in some cases also improves enantioselectivity and overall chemoselectivity, making possible reactions that do not take place or lead to low yields in solution, even with the commonly used Rh(2)S-DOSP catalyst.
手性双(恶唑啉)和氮杂双(恶唑啉)-铜配合物在均相相中催化手性卡宾插入环状醚 C-H 键的反应效率强烈依赖于底物的结构。通过静电相互作用将其固定在皂石粘土上不仅允许回收和再利用多相催化剂,而且在某些情况下还可以提高对映选择性和整体化学选择性,使得在溶液中不发生反应或导致低收率的反应成为可能,即使使用常用的 Rh(2)S-DOSP催化剂也是如此。