Chinese Journal of Catalysis ›› 2006, Vol. 27 ›› Issue (11): 946-948.

• Articles • Previous Articles     Next Articles

Asymmetric Diels-Alder Reactions on Supported Bis(Oxazoline) Catalysts

WANG Hong1, LIU Jian1, LIU Peng1, YANG Qihua1, XIAO Jianliang2, LI Can1*   

  1. 1 State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, The Chinese Academy of Sciences, Dalian 116023, Liaoning, China; 2 Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK
  • Received:2006-11-25 Online:2006-11-25 Published:2006-11-25

Abstract: Periodic mesoporous ethane-silicas functionalized with sulfonic acid, cesium salts of 12-tungstophosphoric acid, activated silica, and SBA-15 have been used as solid supports for the immobilization of the bis(oxazoline) copper (Ⅱ) catalyst via non-covalent interactions. These heterogeneous catalysts have been evaluated for the Diels-Alder reaction between 3-((E)-2-butenoyl)-1,3-oxazolin-2-one and cyclopentadiene. The performance of the catalyst relies on the nature of both the support and the anion on the surface of the support. The small number of the silanol groups on the support leads to poor enantioselectivity when SBA-15 is used.

Key words: supported catalyst, bis(oxazoline) complex, Diels-Alder reaction, activated silica, SBA-15