1
5 B. F. Sels, E. D’Hondt and P. A. Jacobs, in: Catalysis for Renewables,
ed. G. Centi and R. A. Van Santen, Wiley-VCH, Weinheim, 2007,
ch. 11, p. 223.
6 A. Behr, J. Elting, K. Irawadi, J. Leschinski and F. Lindner, Green
Chem., 2008, 10, 13.
7 M. Pagliaro and M. Rossi, in: Future of Glycerol: New Usages for a
Versatile Raw Material, 2008, RSC Publishing.
40 J. M. Thomas, J. Mol. Catal., 1984, 27, 59.
41 P. P. Pescarmona, J. C. van der Waal, I. E. Maxwell and T.
Maschmeyer, Catal. Lett., 1999, 63, 1.
42 W. F. Maier, K. St o¨ we and S. Sieg, Angew. Chem., Int. Ed., 2007, 46,
6016.
1
1
1
1
2
2
2
2
2
2
2
2
2
2
3
3
3
43 K. P. F. Janssen, J. S. Paul, B. F. Sels and P. A. Jacobs, Appl. Surf.
Sci., 2007, 254, 699.
8 D. A. Simonetti, J. Rass-Hansen, E. L. Kunkes, R. R. Soares and
J. A. Dumesic, Green Chem., 2007, 9, 1073.
44 M. J. Remy, D. Stanica, G. Poncelet, E. J. P. Feijen, P. J. Grobet,
J. A. Martens and P. A. Jacobs, J. Phys. Chem., 1996, 100,
12440.
9 S. Liu, M. Rebros, G. Stephens and A. C. Marr, Chem. Commun.,
2
009, 2308.
45 G. Catana, D. Baetens, T. Mommaerts, R. A. Schoonheydt and B. M.
Weckhuysen, J. Phys. Chem. B, 2001, 105, 4904.
46 A. Omegna, J. A. van Bokhoven and R. Prins, J. Phys. Chem. B,
2003, 107, 8854.
47 C. J. A. Mota, D. L. Bhering and N. Rosenbach Jr., Angew. Chem.,
Int. Ed., 2004, 43, 3050.
0 J. Chaminand, L. Djakovitch, P. Gallezot, Ph. Marion, C. Pinel and
C. Rosier, Green Chem., 2004, 6, 359.
1 Z. Yu, L. Xu, Y. Wei, Y. Wang, Y. He, Q. Xia, X. Zhang and Z. Liu,
Chem. Commun., 2009, 3934–3936.
2 E. D’Hondt, S. Van de Vyver, B. F. Sels and P. A. Jacobs, Chem.
Commun., 2008, 6011.
48 J. Jiao, S. Altwasser, W. Wang, J. Weitkamp and M. Hunger, J. Phys.
Chem. B, 2004, 108, 14305.
3 W. Girke, H. Klenk, D. Arntz, T. Haas and A. Neher, US Pat.
5
387720, 1995.
49 J. Huang, Y. Jiang, V. R. R. Marthala, B. Thomas, E. Romanova and
M. Hunger, J. Phys. Chem. C, 2008, 112, 3811.
50 D. Barthomeuf, Mater. Chem. Phys., 1987, 17, 49.
51 W. E. Farneth and R. J. Gorte, Chem. Rev., 1995, 95, 615.
52 P. Y. Bruice, in: Organic Chemistry (5th edn), Pearson Prentice Hall,
2007.
53 S. K. Gupja, Br. Pat. GB 1473782, 1977.
54 F. Himo and P. E. M. Siegbahn, J. Am. Chem. Soc., 2001, 123,
10280.
4 Y. Gu, A. Azzouzi, Y. Pouilloux, F. Jerome and J. Barrault, Green
Chem., 2008, 10, 164.
5 J. Barrault and F. Jerome, Eur. J. Lipid Sci. Technol., 2008, 110,
8
25–830.
6 S.-H. Chai, H.-P. Wang, Y. Liang and B.-Q. Xu, Green Chem., 2008,
1
0, 1087.
7 M. G. Musolino, L. A. Scarpino, F. Mauriello and R. Pietropaolo,
Green Chem., 2009, 11, 1511.
8 A.-Y. Yin, X.-Y. Guo, W.-L. Dai and K.-N. Fan, Green Chem., 2009,
55 Own selected data for methyl lactate prepared from pyruvic aldehyde
1
3
1
1
1, 1514.
in the presence of USY in CD
3
OD as solvent: C{ H} NMR
9 H. Garc ´ı a-Mar ´ı n, J. C. van der Toorn, J. A. Mayoral, J. I. Garc ´ı a and
I. W. C. E. Arends, Green Chem., 2009, 11, 1605.
(300 MHz, CD
46 ([CH
3
OD): d 68.28 ppm (s, –CH(OD)–); GC-MS: m/z =
+
3
CH(OD)] , 100%).
0 R. Dostalek, B. Knuth and R. Schneider, Ger. Pat. DE 19543415 A1,
56 A. E. Russell, S. P. Miller and J. P. Morken, J. Org. Chem., 2000, 65,
1
996.
8381.
1 J. Eriksen, O. Mønsted and L. Mønsted, Transition Met. Chem.,
998, 23, 783.
2 E. Bang, J. Eriksen, L. Mønsted and O. Mønsted, Acta Chem. Scand.,
57 J. March, Advanced Organic Chemistry: Reactions, Mechanisms and
Structures (4th edn), John Wiley & Sons, 1992.
58 Own selected data for methyl lactate prepared from dihydroxyacetone
1
13
1
1
994, 48, 12.
in the presence of USY in CD
(300 MHz, CD O+D): d 20.71 ppm (t, –CH
([CDH CH(OD)] , 100%).
3
OD as solvent: C{ H} NMR
3
3
3
3
3 R. L. Kelly, Eur. Pat. Appl. EP 460831 A2, 1991.
3
2
D); GC-MS: m/z = 47
4 R. L. Kelly, Eur. Pat. Appl. EP 541330 A2, 1993.
2
5 Y. Hayashi and Y. Sasaki, Chem. Commun., 2005, 1716.
6 ‘Introduction to Zeolite Science and Practice’, in Studies in Surface
Science and Catalysis, Vol. 137 (2nd edn), ed. H. van Bekkum,
E. M. Flanigen, P. A. Jacobs and J. C. Jansen, Elsevier, Amsterdam,
59 W. M. Van Rhijn, D. E. De Vos, B. F. Sels, W. D. Bossaert and P. A.
Jacobs, Chem. Commun., 1998, 317.
60 L. Peng, A. Philippaerts, X. Ke, J. Van Noyen, F. De Clippel, G.
Van Tendeloo, P. A. Jacobs and B. F. Sels, Catal. Today, 2010, 150,
140.
2
001.
3
3
3
7 P. Gallezot, Green Chem., 2007, 9, 295.
61 H. Kishida, F. Jin, Z. Zhou, T. Moriya and H. Enomoto, Chem.
8 A. Fukuoka and P. L. Dhepe, Angew. Chem., Int. Ed., 2006, 45, 5161.
9 A. Philippaerts, S. Paulussen, S. Turner, O. I. Lebedev, G. Van
Tendeloo, H. Poelman, M. Bulut, F. De Clippel, P. Smeets, B. Sels
and P. Jacobs, J. Catal., 2010, 270, 172.
Lett., 2005, 34, 1560.
62 E. P. Maris and R. J. Davis, J. Catal., 2007, 249, 328.
63 E. P. Maris, W. C. Ketchie, M. Murayama and R. J. Davis, J. Catal.,
2007, 251, 281.
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