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Green Chemistry
DOI: 10.1039/C5GC02920A
ARTICLE
Journal Name
hydrogenated to 3-phenylpropanal without any decrease in 19.
catalyst activity or selectivity. Additionally, only negligible
P. T. W. J. C. Anastas, Green chemistry : theory and
practice, Oxford Univ. Press, Oxford [u.a.], 2000.
P. T. Anastas and M. M. Kirchhoff, Acc. Chem. Res., 2002,
2
2
2
0.
1.
2.
metal contamination (ppb amounts) was detected in the final
products in both flow devices.
3
5, 686-694.
R. A. W. Johnstone, A. H. Wilby and I. D. Entwistle, Chem.
Rev., 1985, 85, 129-170.
B. K. Banik, K. J. Barakat, D. R. Wagle, M. S. Manhas and A.
K. Bose, J. Org. Chem., 1999, 64, 5746-5753.
M. Irfan, T. N. Glasnov and C. O. Kappe, ChemSusChem,
2011, 4, 300-316.
Acknowledgements
Financial support from the Berzelii Center EXSELENT, The 23.
Swedish Research Council (VR), The Swedish Governmental
2
4.
R. Jones, L. Godorhazy, D. Szalay, J. Gerencser, G. Dorman,
L. Urge and F. Darvas, QSAR Comb. Sci., 2005, 24, 722-
Agency for Innovation Systems (VINNOVA) are gratefully
acknowledged for project grants. The Knut and Alice
Wallenberg Foundation is acknowledged for an equipment
grant for the electron microscopy facilities at Stockholm
University.
7
27.
2
5.
S. Kobayashi, M. Okumura, Y. Akatsuka, H. Miyamura, M.
Ueno and H. Oyamada, ChemCatChem, 2015, DOI:
1
0.1002/cctc.201500973.
2
2
6.
7.
M. Shakeri, K. Engström, A. G. Sandström and J.-E.
Bäckvall, ChemCatChem, 2010, 2, 534-538.
Notes and references
E. V. Johnston, O. Verho, M. D. Kärkäs, M. Shakeri, C.-W.
Tai, P. Palmgren, K. Eriksson, S. Oscarsson and J.-E.
Bäckvall, Chem. Eur. J., 2012, 18, 12202-12206.
O. Verho, T. Åkermark, E. V. Johnston, K. P. J. Gustafson,
C.-W. Tai, H. Svengren, M. D. Kärkäs, J.-E. Bäckvall and B.
Åkermark, Chem. Eur. J., 2015, 21, 5909-5915.
O. Verho, A. Nagendiran, C.-W. Tai, E. V. Johnston and J.-
E. Bäckvall, ChemCatChem, 2014, 6, 205-211.
1.
S. K. Nishimura, Handbook of heterogeneous catalytic
hydrogenation for organic synthesis, Wiley, New York,
2001.
28.
2.
3.
4.
P. N. Rylander, Hydrogenation methods, Academic Press,
London; Orlando [Fla.], 1985.
G. Dormán, L. Kocsis, R. Jones and F. Darvas, Journal of 29.
Chemical Health and Safety, 2013, 20, 3-8.
H. Surburg and J. Panten, in Common Fragrance and 30.
Flavor Materials, Wiley-VCH Verlag GmbH & Co. KGaA,
F. Tinnis, O. Verho, K. P. J. Gustafson, C.-W. Tai, J.-E.
Bäckvall and H. Adolfsson, Chem. Eur. J. 2014, 20, 5885-
5889.
2006, DOI: 10.1002/3527608214.ch2, pp. 7-175.
5.
6.
7.
P. van der Schaft, in Flavours and Fragrances, ed. R. 31.
Berger, Springer Berlin Heidelberg, 2007, DOI:
E. Bratt, O. Verho, M. J. Johansson and J.-E. Bäckvall, J.
Org. Chem. 2014, 79, 3946-3954.
1
0.1007/978-3-540-49339-6_13, ch. 13, pp. 285-301.
J. Kobayashi, Y. Mori, K. Okamoto, R. Akiyama, M. Ueno,
T. Kitamori and S. Kobayashi, Science, 2004, 304, 1305- 33.
308.
32.
J. Malmgren, A. Nagendiran, C.-W. Tai, J.-E. Bäckvall and
B. Olofsson, Chem. Eur. J., 2014, 20, 13531-13535.
K. Engström, E. V. Johnston, O. Verho, K. P. J. Gustafson,
M. Shakeri, C.-W. Tai and J.-E. Bäckvall, Angew. Chem., Int.
Ed., 2013, 52, 14006-14010.
1
Z. Guo, C. Xiao, R. V. Maligal-Ganesh, L. Zhou, T. W. Goh,
X. Li, D. Tesfagaber, A. Thiel and W. Huang, ACS Catal., 34.
R. V. Jones, L. Godorhazy, N. Varga, D. Szalay, L. Urge and
F. Darvas, J. Comb. Chem., 2006, 8, 110-116.
2014, 4, 1340-1348.
8
9
1
1
1
1
1
1
1
1
1
.
S. Fujiwara, N. Takanashi, R. Nishiyabu and Y. Kubo, Green 35.
Chem., 2014, 16, 3230-3236.
S. Ganji, S. Mutyala, C. K. P. Neeli, K. S. R. Rao and D. R. 36.
Burri, RSC Adv., 2013, 3, 11533-11538.
This could be due to swelling of the MCF or particles
blocking the filter.
.
A. Nagendiran, V. Pascanu, A. Bermejo Gómez, G.
González Miera, W.-T. Cheuk, O. Verho, B. Martín-Matute
and J.-E. Bäckvall, Submitted for publication, 2015.
M. Hanada, Y. Kawakami and F. Yanaka, Antibacterial
flavor and fragrance composition and halitosis-inhibition
flavor and fragrance composition and oral care
composition containing the same. Patent WO03105794
(A1) December 24, 2003.
0.
1.
2.
3.
4.
5.
6.
7.
8.
N. Morimoto, S.-i. Yamamoto, Y. Takeuchi and Y. Nishina,
RSC Adv., 2013, 3, 15608-15612.
37.
F. Liguori, P. Barbaro, C. Giordano and H. Sawa, Appl.
Catal., A, 2013, 459, 81-88.
G.-Q. Kong, S. Ou, C. Zou and C.-D. Wu, JACS, 2012, 134,
19851-19857.
o
1
M. L. Kantam, R. Kishore, J. Yadav, M. Sudhakar and A. 38.
Venugopal, Adv. Synth. Catal., 2012, 354, 663-669.
H.-I. Ryoo, J. S. Lee, C. B. Park and D.-P. Kim, Lab on a 39.
Chip, 2011, 11, 378-380.
A. Mori, Y. Miyakawa, E. Ohashi, T. Haga, T. Maegawa and 40.
H. Sajiki, Org. Lett., 2006, 8, 3279-3281.
At 20 C quantification by analysis of the crude H NMR
spectrum showed 19% formation of 12c.
T. Schaub, S. Rüdenauer and M. Weis, Org. Lett., 2014, 16,
2575-2577.
The vapourtec has a pumping capacity of 0.01 to 9.99
mL/min while H-cube is limited to a pumping capacity of 3
mL/min.
J. R. Hyde and M. Poliakoff, Chem. Commun., 2004, DOI:
1
0.1039/b404181j, 1482-1483.
41.
42.
E. Brunner, Journal of Chemical & Engineering Data, 1985,
30, 269-273.
K. Anderson, P. Goodrich, C. Hardacre and D. W. Rooney,
Green Chem., 2003, 5, 448-453.
o
The experiment was run at 70 C at a flow rate of 0.5
L. Zhang, J. M. Winterbottom, A. P. Boyes and S.
mL/min with the other parameters unchanged.
See Supporting Information for details.
Raymahasay, J. Chem. Technol. Biotechnol., 1998, 72, 264- 43.
72.
2
6
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