Please do not adjust margins
Green Chemistry
Page 5 of 7
DOI: 10.1039/C8GC00972D
Journal Name
COMMUNICATION
11 X. Han, L. Geng, Y. Guo, R. Jia, X. Liu, Y. Zhang, Y. Wang,
Green Chem. 2016, 18, 1597-1604.
12 (a) G. Yi, S. P. Teong, Y. Zhang, Green Chem. 2016, 18, 979-
983; (b) Y. Y. Gorbanev, S. Kegnaes, A. Riisager, Top. Catal.
2011, 54, 1318-1324; (c) R. P. J. Artz, ChemSusChem 2015, 8,
3832-3838.
13 X. Liu, J. Xiao, H. Ding, W. Zhong, Q. Xu, S. Su, D. Yin, Chem.
Eng. J. 2016, 283, 1315-1321.
14 A. Gandini, T. M. Lacerda, A. J. F. Carvalho, E. Trovatti, Chem.
Rev. 2016, 116, 1637-1669.
the surface by XPS and for the bulk by XRD before and after
reaction. The quaternary CuO·MnO2·CeO2 oxide is able to
convert 5-HMF into FDCA with 71 % yield (plus FFCA 27% and
DFF 2.4%, precursors of FDCA) and a transient deactivation
due to the reduction of Cu(II) to Cu(0), not leached in solution.
Calcination of the used catalyst at 823 K recovered the activity,
so that FFCA was further oxidized to FDCA with an overall yield
of the latter set at ca. 99%. The quaternary mixed oxide
revealed to be an efficient, recoverable and reusable cheap
catalyst made of abundant metals for the efficient oxidation of
5-HMF into FDCA in water using O2 as oxidant, and the process
environmentally benign and sustainable. With respect to Pt/C-
Bi, the quaternary catalyst described in this paper results to be
kinetically slower, but shows the advantage of not using
external bases nor precious metals and being fully recoverable
and reusable.
15 (a) B. Karimi, H. M. Mirzaei, E. Farhangi, ChemCatChem 2014
,
6, 758-762; (b) Y. Zhu, M. Shen, Y. Xia, M. Lu, Catal. Comm.
2015, 64, 37-43; (c) F. Neațu, R. S. Marin, M. Florea, N.
Petrea, O. D. Pavel, V. I. Pârvulescu, Appl. Catal., B 2016, 180,
751-757; (d) X. Liu, H. Ding, Q. Xu, W. Zhong, D. Yin, S. Su, J.
Energy Chemistry 2016, 25, 117-121; (e) R. Fang, R. Luque, Y.
Li, Green Chem. 2016, 3152-3157; (f) Y. Zhu, X. Kong, H.
Zheng, G. Ding, Y. Zhu, Y.-W. Li, Catal. Sci. & Tech. 2015, 5,
4208-4217; (g) F. Xu, Z. Zhang, ChemCatChem 2015, 7, 1470-
1477; (h) C. Fang, J.-J. Dai, H.-J. Xu, Q.-X. Guo, Y. Fu, Chinese
Chem. Lett. 2015, 26, 1265-1268.
16 (a) J. Nie, J. Xie, H. Liu, J. Catal. 2013, 301, 83-91; (b) C. A.
Antonyraj, J. Jeong, B. Kim, S. Shin, S. Kim, K.-Y Lee, J. K. Cho,
J. Ind. Eng. Chem. 2013, 19, 1056-1059; (c) T. Stahlberg, E.
Eyjolfsdottir, Y. Y. Gorbanev, I. Sadaba, A. Riisager, Catal.
Lett. 2012, 142, 1089-1097; (d) A. Takagaki, M. Takahashi, S.
Nishimura, K. Ebitani, ACS Catal. 2011, 1, 1562-1565
17 F. Neaţu, N. Petrea, R. Petre, V. Somoghi, M. Florea, V. I.
Parvulescu, Catal. Today 2016, 278, 66-73.
18 Ventura, A. Dibenedetto, M. Aresta, M. Inorg. Chim. Acta
2018, 470, 11-21.
19 X. Tong, L. Yu, H. Chen, X. Zhuang, S. Liao, H. Cui, Catal.
Commun. 2017, 90, 91-94.
20 (a) M. Ventura, M. Aresta, A. Dibenedetto, ChemSusChem
2016, 9, 1096 – 1100; (b) M. Ventura, F. Lobefaro, M.
Distaso, E. De Giglio, A. Dibenedetto ChemSuschem, 11,
2018, 1305-1315.
21 (a) M. Toshinari, K. Hirokazu, K. Takenobu, M. Hirohide, US
232815, 2007; (b) A. Jain, S. C. Jonnalagadda, K. V.
Ramanujachary, A. Mugweru, A. Catal. Commun. 2015, 58,
179-182.
22 G. A. H. Mekhemer, S. A. Halawy, M. A. Mohamed, M. I. Zaki,
J. Phys. Chem. B 2004, 108, 13379-13386.
23 P. Carniti, A. Gervasini, F. Bossola, V. D. Santo, Appl. Catal. B:
Environm. 2016, 193, 93-102.
24 K. Qian, Z. Qian, Q. Hua, Z. Jiang, W. Huang, Appl. Surf. Sci.
2013, 273, 357-363.
25 M. Aresta, A. Dibenedetto, M. Ventura, Patent filed,
102016000014339, Italy, 2016.
26 (a) L.-C. Wang, L. He, Y. -M. Liu, Y. Cao, H.-Y. He, K.-N. Fan, J. -
H. Zhuang, J. Catal. 2009, 264, 145-153; (b) S. Imamura, Y.
Tsuji, Y. Miyake, T. Ito, J. Catal. 1995, 151, 279-284.
27 (a) F. S. Asghari, H. Yoshida, Ind.&Eng. Chem. Res. 2007, 46,
7703-7710; (b) W. Deng, Q. Zhang, Y. Wang,Sci. China-Chem.
2015, 58, 29-46.
28 S. E. Davis, B. N. Zope, R. J. Davis, Green Chem. 2012, 14,
143-147.
29 (a) A. Lolli, R. Amadori, C. Lucarelli, M. G. Cutrufello, E.
Conflicts of interest
“There are no conflicts to declare”.
Acknowledgements
Authors thank MiUR for funding (Cluster Projects
CTN01_00063_49393, REBIOCHEM). Support by IC2R, the
VALBIOR Project-Apulia Region and the University of Bari is
also acknowledged. Authors thank Prof. Michele Aresta-IC2R
for useful discussions.
Notes and references
1
T. Werpy, P. Petersen, Top Value Added Chemicals from
Biomass. Volume I: Results of Screening for Potential
Candidates
from
Sugars
and
(www1.eere.energy.gov/biomass/pdfs/35523.pdf).
Synthesis
Gas
2
3
D. R. Dodds, R. A. Gross, Science 2007, 318, 1250-1251.
(a) A. Boisen, T. B. Christensen, W. Fu, Y. Y. Gorbanev, T. S.
Hansen, J. S. Jensen, K. S. Klitgaard, S. Pedersen, A. Riisager,
T. Stáhlberg, J. M. Woodley, Chem. Eng. Res. Des. 2009, 87,
1318-1327; b) S. Shafiee, E. Topal, Energy Policy 2009, 37,
181-189.
4
(a) M. Hara, K. Nakajima, K. Kamata, Sci. Technol. Adv. Mater.
2015, 16(3), 034903 (22pp); (b) M. Besson, P. Gallezot, C.
Pinel, Chem. Rev. 2014, 114, 1827-1870.
A. Dibenedetto, M. Aresta, L. di Bitonto, C. Pastore,
ChemSusChem 2016, 9, 118-125.
(a) S. Dutta, S. De, B. Saha, ChemPlusChem 2012, 77, 259-
272; (b) H. M. Alimardanov, N. I. Garibov, M. Y. Abdullaeva,
E. T. Suleymanova, Processes of petrochemistry and oil-
refining 2012, 13, 39-62; (c) W. Deng, Q. Zhang, Y. Wang, Sci.
China-Chem. 2015, 58, 29-46.
5
6
Rombi, F. Cavani, S. Albonetti, Microp. Mesop. Mat. 2016
226, 466-475; (b) E. D. da Silva, W. A. Gonzalez, M. A. Fraga,
Green Proc. Synt. 2016, 5, 353-364.
,
7
(a) R. J. V. Putten, J. C. v. d. Waal, E. de Jong, C. B. Rasrendra,
H. J. Heeres, J. G. d. Vries, Chem. Rev. 2013, 113, 1499-1597;
(b) J. A. Sirvio, H. Liimatainen, M. Visanko, J. Niinimaki,
Carbohydr. Polym. 2014, 114, 73-77.
Z. Zhang, J. Zhen, B. Liu, K. Lv, K. Deng, Green Chem. 2015,
17, 1308-1317.
30 A. Dibenedetto, M. Aresta, C. Pastore, L. di Bitonto, A.
Angelini, E. Quaranta, RSC Adv. 2015, 5, 26941-26948.
31 K. R. Vuyyuru, P. Strasser, Catal. Tod. 2012, 195, 144-154.
32 F. X. C. Y. F. Han, Z. Y. Zhong, K. Ramesh, L. W. Chen, E.
Widjaja, J. Phys. Chem. B 2006, 110, 24450-24456.
8
9
W. P. Dijkman, D. E. Groothuis, M. W. Fraaije, M. W. Angew.
Chem., Int. Ed. 2014, 53, 6515-6518.
10 S. Albonetti, A. Lolli, V. Morandi, A. Migliori, C. Lucarelli, F.
33 A. Altomare, N. Corriero, C. Cuocci, A. Falcicchio, A.
Moliterni, R. Rizzi, J. Appl. Crystallogr. 2015, 48, 598-603.
Cavani, Appl. Catal., B 2015, 163, 520-530.
This journal is © The Royal Society of Chemistry 20xx
J. Name., 2013, 00, 1-3 | 5
Please do not adjust margins