Zhixin Zhang et al. / Chinese Journal of Catalysis 36 (2015) 1623–1630
1629
Graphical Abstract
Chin. J. Catal., 2015, 36: 1623–1630 doi: 10.1016/S1872-2067(15)60869-5
An investigation of the effects of CeO2 crystal planes on the aerobic
oxidative synthesis of imines from alcohols and amines
Imine
100
80
60
40
20
0
CeO2-rod CeO2-cube CeO2-octa.
Zhixin Zhang, Yehong Wang, Min Wang, Jianmin Lü, Lihua Li, Zhe Zhang,
Mingrun Li, Jingyang Jiang *, Feng Wang *
Dalian University of Technology;
Dalian Institute of Chemical Physics, Chinese Academy of Sciences
aldehyde
The crystal planes of CeO2 affect its catalytic performance during the oxida-
tive coupling of alcohols and amines to imines. The (110) plane, having the
highest concentration of oxygen vacancies, exhibits the most pronounced
redox ability.
Rod
Octahedron
Cube
Rod
Octahedron
Cube
DifferenCtemOo2 rmphoorplohgoyloogfyCeO2
Chem Soc, 2012, 134: 20585
4548
[14] Xie X W, Li Y, Liu Z Q, Haruta M, Shen W J. Nature, 2009, 458: 746
[15] Namai Y, Fukui K-i, Iwasawa Y. J Phys Chem B, 2003, 107: 11666
[16] Wang Y H, Wang F, Song Q, Xin Q, Xu S T, Xu J. J Am Chem Soc,
2013, 135: 1506
[34] Sithambaram S, Kumar R, Son Y C, Suib S L. J Catal, 2008, 253:
269
[35] Sun H, Su F Z, Ni J, Cao Y, He H Y, Fan K N. Angew Chem Int Ed,
2009, 48: 4390
[17] Gawronski J, Wascinska N, Gajewy J. Chem Rev, 2008, 108: 5227
[18] Zhang Z, Wang F, Wang M, Xu S T, Chen H J, Zhang C F, Xu J. Green
Chem, 2014, 16: 2523
[19] Grirrane A, Corma A, Garcia H. J Catal, 2009, 264: 138
[20] Smolensky E, Kapon M, Eisen M S. Organometallics, 2007, 26:
4510
[21] Tang L, Sun H Y, Li Y F, Zha Z G, Wang Z Y. Green Chem, 2012, 14:
3423
[22] Kim J W, He J L, Yamaguchi K, Mizuno N. Chem Lett, 2009, 38: 920
[23] Cano R, Ramon D J, Yus M. J Org Chem, 2011, 76: 5547
[24] Esteruelas M A, Honczek N, Olivan M, Onate E, Valencia M. Or-
ganometallics, 2011, 30: 2468
[36] Li H X, Wang X T, Wen M W, Wang Z X. Eur J Inorg Chem, 2012,
2012: 5011
[37] Gnanaprakasam B, Zhang J, Milstein D. Angew Chem Int Ed, 2010,
49: 1468
[38] Kang Q, Zhang Y G. Green Chem, 2012, 14: 1016
[39] Rigoli J W, Moyer S A, Pearce S D, Schomaker J M. Org Biomol
Chem, 2012, 10: 1746
[40] Xu J, Zhuang R Q, Bao L L, Tang G, Zhao Y F. Green Chem, 2012, 14:
2384
[41] Tamura M, Tomishige K. Angew Chem Int Ed, 2015, 54: 864
[42] Mai H X, Sun L D, Zhang Y W, Si R, Feng W, Zhang H P, Liu H C, Yan
C H. J Phys Chem B, 2005, 109: 24380
[25] Kwon M S, Kim S, Park S, Bosco W, Chidrala R K, Park J. J Org Chem,
2009, 74: 2877
[26] Soule J F, Miyamura H, Kobayashi S. Chem Commun, 2013, 49:
355
[27] Blackburn L, Taylor R J K. Org Lett, 2001, 3: 1637
[28] He W, Wang L D, Sun C L, Wu K K, He S B, Chen J P, Wu P, Yu Z K.
Chem Eur J, 2011, 17: 13308
[43] Shyu J Z, Weber W H, Gandhi H S. J Phys Chem, 1988, 92: 4964
[44] Popovic Z V, Dohcevic-Mitrovic Z, Konstantinovic M J, Scepanovic
M. J Raman Spectrosc, 2007, 38: 750
[45] Pu Z Y, Lu J Q, Luo M F, Me Y L. J Phys Chem C, 2007, 111: 18695
[46] Li L, Chen F, Lu J Q, Luo M F. J Phys Chem A, 2011, 115: 7972
[47] Wang Y H, Wang F, Zhang C F, Zhang J, Li M R, Xu J. Chem Commun,
2014, 50: 2438
[29] Shiraishi Y, Ikeda M, Tsukamoto D, Tanaka S, Hirai T. Chem Com-
mun, 2011, 47: 4811
[48] Sayle T X T, Parker S C, Sayle D C. Phys Chem Chem Phys, 2005, 7:
2936
[30] Liu P, Li C, Hensen E J M. Chem Eur J, 2012, 18: 12122
[31] Chen B, Li J, Dai W, Wang L Y, Gao S. Green Chem, 2014, 16: 3328
[32] Kegnaes S, Mielby J, Mentzel U V, Christensen C H, Riisager A.
Green Chem, 2010, 12: 1437
Page numbers refer to the contents in the print version, which include
both the English version and extended Chinese abstract of the paper. The
online version only has the English version. The pages with the extended
Chinese abstract are only available in the print version.
[33] Pérez J M, Cano R, Yus M, Ramón D J. Eur J Org Chem, 2012, 2012: