Chinese Journal of Catalysis ›› 2014, Vol. 35 ›› Issue (4): 590-598.DOI: 10.1016/S1872-2067(14)60056-5

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Synergistic effect of hydrogen bonding mediated selective synthesis of benzaldehyde in water

Zujin Yang, Hongbing Ji   

  1. School of Chemistry and Chemical Engineering, Key Laboratory of Low-carbon Chemistry &Energy Conservation of Guangdong Province, Sun Yat-sen University, Guangzhou 510275, Guangdong, China
  • Received:2013-11-23 Revised:2014-01-03 Online:2014-03-20 Published:2014-03-21
  • Supported by:

    This work was supported by the the National Natural Science Foundation of China (21376279, 21176268, 21036009), the Science and Technology Major Program of Guangdong Province (2012A080103005), and Special Project on Integration of Production, Education And Research of Guangdong Province (2011B090400439).

Abstract:

β-cyclodextrin-functionalized cellulose was prepared from cellulose and β-cyclodextrin crosslinked with epichlorohydrin. The supramolecular polymer has been used as a heterogeneous catalyst for the synthesis of benzaldehyde under mild reaction conditions with high activity and yield. The catalyst was easily recovered and reused without significant activity loss. The β-cyclodextrin in the polymer formed host-guest complexes with cinnamaldehyde via noncovalent bonding. In addition, multiple interactions were observed between β-cyclodextrin and the substrate via intermolecular O-H…O hydrogen bonding. The significant promotion for the catalytic performance could be attributed to the synergistic effects of hydrogen bonding.

Key words: β-cyclodextrin-functionalized cellulose, Hydrogen bonding, Synergistic effect, Cinnamaldehyde oxidation, Benzaldehyde