A Bimetallic Pure Inorganic Framework for Highly Efficient and Selective Photocatalytic Oxidation of Cyclohexene to 2-Cyclohexen-1-ol

  • Xiaoyun Shi
  • Zhuolin Shi
  • Guiqin Niu
  • Chen Si
  • Qiuxia HanEmail author
  • Jingjing Zhang


The highly efficient and selective photocatalytic oxidation of cyclohexene with molecular oxygen under mild conditions is an important objective in chemical synthesis. In this work, a pure inorganic framework CoMo was self-assembly prepared under solvothermal conditions by incorporating simple MoO42−, cobalt (II) ion. The catalyst CoMo was well characterized by infrared spectroscopy (FTIR), nitrogen adsorption–desorption, powder X-ray diffraction (XRD), scanning electron spectroscopy (SEM), and X-ray photoelectron spectroscopy (XPS) methods. It displayed high efficiency and selectivity in the photocatalytic oxidation of cyclohexene to 2-cyclohexen-1-ol in O2 atmosphere. The influence of solvents, oxidants, pressure of oxygen, reaction temperature, light source and time on the reaction was investigated. More interestingly, the selectivity of the reaction in 4-ethyltoluene was much higher than that in other solvents.

Graphic Abstract

A pure inorganic framework CoMo with open mesoporous channels displayed high efficiency and selectivity for photocatalytic oxidation of cyclohexene with molecular oxygen under mild conditions.


Inorganic framework Cyclohexene Photocatalysis Selective oxidation 



This work was supported by the National Natural Science Foundation of China (No. 21601048), the China Postdoctoral Science Foundation (2015M580626), the Natural Science Foundation Project of Henan province (162300410012).

Compliance with Ethical Standards

Conflict of interest

The authors declare no conflict of interest.

Supplementary material

10562_2019_2847_MOESM1_ESM.doc (11.7 mb)
Supplementary material 1 (DOC 12023 kb)


  1. 1.
    Skobelev IY, Sorokin AB, Kovalenko KA et al (2013) J Catal 298:61–69CrossRefGoogle Scholar
  2. 2.
    Zhang R, Tang R (2016) J Mater Sci 51:5802–5810CrossRefGoogle Scholar
  3. 3.
    Murphy EF, Mallat T, Baiker A (2000) Catal Today 57:115–126CrossRefGoogle Scholar
  4. 4.
    Zhou TZ, Zhao Y, Han WM et al (2017) J Mater Chem A 5:18230CrossRefGoogle Scholar
  5. 5.
    Tong JH, Wang WH, Su LD et al (2017) Catal Sci Technol 7:222–230CrossRefGoogle Scholar
  6. 6.
    Zhang T, Hu YQ, Han T et al (2018) ACS Appl Mater Interfaces 10:15786–15792CrossRefGoogle Scholar
  7. 7.
    Kundan KS, Sayam SG (2017) Chem Commun 53:5914CrossRefGoogle Scholar
  8. 8.
    Montemore MM, Spronsen MAV, Madix RJ et al (2018) Chem Rev 118:2816–2862CrossRefGoogle Scholar
  9. 9.
    Jinka KM, Sebastian J, Jasra RV (2007) J Mol Catal A 274:33–41CrossRefGoogle Scholar
  10. 10.
    Jiang DM, Mallat T, Meier DM et al (2010) J Catal 270:26–33CrossRefGoogle Scholar
  11. 11.
    Yang D, Jiang T, Wu T et al (2016) Catal Sci Technol 6:193–200CrossRefGoogle Scholar
  12. 12.
    Sankaralingam M, Lee YM, Nam W et al (2017) Inorg Chem 56:5096–5104CrossRefGoogle Scholar
  13. 13.
    Lin XL, Liu BB, Huang H et al (2018) Inorg Chem Front 5:723CrossRefGoogle Scholar
  14. 14.
    Cai XD, Wang HY, Zhang QP et al (2014) J Mol Catal A 383–384:217–224CrossRefGoogle Scholar
  15. 15.
    Dhakshinamoorthy A, Alvaro M, Garcia H (2012) J Catal 289:259–265CrossRefGoogle Scholar
  16. 16.
    Agundeza J, Martina L, Mayoralb A et al (2018) Catal Today 304:172–180CrossRefGoogle Scholar
  17. 17.
    Cao YH, Yu H, Peng F et al (2014) ACS Catal 4:1617–1625CrossRefGoogle Scholar
  18. 18.
    Silva FPD, Goncalves RV, Rossi LM (2017) J Mol Catal A 426:534–541CrossRefGoogle Scholar
  19. 19.
    Fu YH, Sun DR, Qin M et al (2012) RSC Adv 2:3309–3314CrossRefGoogle Scholar
  20. 20.
    Yamaguchi S, Fukura T, Takiguchi K et al (2015) Catal Today 242:261–267CrossRefGoogle Scholar
  21. 21.
    Xiao SN, Panb DL, Liang R et al (2018) Appl Catal B 236:304–313CrossRefGoogle Scholar
  22. 22.
    Zhang GT, Lin YL, Luo X et al (2018) Nat Commun 9:1225CrossRefGoogle Scholar
  23. 23.
    Sun DR, Sun FX, Deng XY et al (2015) Inorg Chem 54:8639–8643CrossRefGoogle Scholar
  24. 24.
    Huang C, Liu R, Yang W et al (2018) Inorg Chem Front 5:1923–1932CrossRefGoogle Scholar
  25. 25.
    Yang H, Jin ZL, Hu HY et al (2018) Appl Surf Sci 427:587–597CrossRefGoogle Scholar
  26. 26.
    Li Y, Huang Y, Wang JS et al (2018) J Mater Chem A 6:1390CrossRefGoogle Scholar
  27. 27.
    Ji ZH, Lv HF, Pan XL et al (2018) J Catal 361:94–104CrossRefGoogle Scholar
  28. 28.
    Ranga C, Lødeng R, Alexiadis VI et al (2018) Chem Eng J 335:120–132CrossRefGoogle Scholar
  29. 29.
    Babar PT, Lokhande AC, Pawar BS et al (2018) Appl Surf Sci 427:253–259CrossRefGoogle Scholar
  30. 30.
    Jenko M, Hodnik M, Grant JT et al (2018) Appl Surf Sci 427:584–593CrossRefGoogle Scholar
  31. 31.
    Li WH, Nie XW, Jiang X et al (2018) Appl Catal B 220:397–408CrossRefGoogle Scholar
  32. 32.
    Sun XH, Olivos-Suarez AI, Osadchii D et al (2018) J Catal 357:20–28CrossRefGoogle Scholar
  33. 33.
    Zhang Y, Shao Q, Long S et al (2018) Nano Energy 45:448–455CrossRefGoogle Scholar
  34. 34.
    Zhang XD, Li HX, Lv XT et al (2018) Chem Eur J 24:8822–8832CrossRefGoogle Scholar
  35. 35.
    Obeso-Estrella R, Fierro JLG, León JND et al (2018) Fuel 233:644–657CrossRefGoogle Scholar
  36. 36.
    Méndez FJ, Franco-López OE, Bokhimi X et al (2017) Appl Catal B 219:479–491CrossRefGoogle Scholar
  37. 37.
    Qi DH, Duan AJ, Zhao Z et al (2015) J Porous Mater 22:127–135CrossRefGoogle Scholar
  38. 38.
    Josephygg PD, Elingg T, Mason RP (1982) J Biol Chem 257:3669–4675Google Scholar
  39. 39.
    Zhou WY, Tian P, Sun FA et al (2016) J Catal 335:105–116CrossRefGoogle Scholar
  40. 40.
    Prior JG, Fonseca RL, Ortiz JI et al (2018) Appl Catal B 222:9–17CrossRefGoogle Scholar
  41. 41.
    Ge L, Han CC, Xiao XL et al (2013) Appl Catal B 142–143:414–422CrossRefGoogle Scholar
  42. 42.
    Zhong WZ, Liu MQ, Dai J (2018) Appl Catal B 225:180–196CrossRefGoogle Scholar
  43. 43.
    Shi Z, Niu G, Han Q et al (2018) Mol Catal 461:10–18CrossRefGoogle Scholar
  44. 44.
    Tang Q, Zhang Q, Wu H et al (2005) J Catal 230:384–397CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Xiaoyun Shi
    • 1
  • Zhuolin Shi
    • 1
  • Guiqin Niu
    • 1
  • Chen Si
    • 1
  • Qiuxia Han
    • 1
    Email author
  • Jingjing Zhang
    • 1
  1. 1.Henan Key Laboratory of Polyoxometalate Chemistry, Institute of Molecular and Crystal Engineering, School of Chemistry and Chemical EngineeringHenan UniversityKaifengChina

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