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Journal of the American Chemical Society
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mmol) with Cat. E (40 mg) were mixture in 2 mL EtOH. The
6. (a) The Handbook of Homogeneous Hydrogenation; de Vries,
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closed reaction vials were placed into a 300 mL autoclave via
a prepared metal plate. The autoclave was flushed with hy-
drogen gas twice and pressurized with hydrogen. After the
reaction was complete, the autoclave was cooled to room
temperature and the hydrogen was released. The crude reac-
tion mixture was purified by short flash chromatography on
silicone gel (eluent: acetone) to afford corresponding alcohol
10. For some substrates, the crude reaction mixture was
added dodecane (50 μL) and analyzed by GC-FID.
J. G., Elsevier, C. J., Eds.; Wiley-VCH: Weinheim, 2007. (b)
Enthaler, S.; Junge, K.; Addis, D.; Erre, G.; Beller, M.
ChemSusChem 2008, 1, 1006. (c) Catalysis without Precious Met-
als; Bullock, R. M., Ed.; Wiley-VCH, Weinheim, Germany, 2010.
(
(
d) Hydrogenation; Karamé, I. Ed.; InTech: Rijeka, Croatia, 2012.
e) Sustainable Catalysis: Challenges and Practices for the Phar-
maceutical and Fine Chemical Industries; Dunn, P. J.; Hii, K. K.;
Krische, M. J.; Williams, M. T. Eds.; John Wiley & Sons: Hobo-
ken, NJ, 2013.
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7. (a) de Bellefon, C.; Fouilloux, P. Catal. Rev.- Sci. Eng. 1994,
36, 459. (b) Nishimura, S. Handbook of Hetergogeneous Catalytic
Hydrogenation for Organic Synthesis; John Wiley & Sons: New
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ASSOCIATED CONTENT
Supporting Information
Additional experimental results, procedures and characteri-
zation data. This material is available free of charge via the
Internet at http://pubs.acs.org.
8. (a) Li, T.; Bergner, I.; Haque, F. N.; Zimmer-De Luliis, M.;
Song, D.; Morris, R. H. Organomet 2007, 26, 5940. (b) Enthaler,
S.; Addis, D.; Junge, K.; Erre, G.; Beller, M. Chem. Eur. J. 2008, 14,
AUTHOR INFORMATION
9
491. (c) Reguillo, R.; Grellier, M.; Vautravers, N.; Vendier, L.;
Corresponding Author
Sabo-Etienne, S. J. Am. Chem. Soc. 2010, 132, 7854. (d)
Gunanathan, C.; Hölscher, M.; Leitner, W. Eur. J. Inorg. Chem.
2011, 3381. (e) Miao, X.; Bidange, J.; Dixneuf, P. H.; Fischmeister,
C.; Bruneau, C.; Dubois, J.-L.; Couturier, J.-L. ChemCatChem.
Notes
2
012, 4, 1911. (f) Werkmeister, S.; Junge, K.; Wendt, B.;
Spannenberg, A.; Jiao, H.; Bornschein, C.; Beller, M. Chem. Eur. J.
014, 20, 4227. (g) Choi, J.-H.; Prechtl, M. H. G. ChemCatChem.
2015, 7, 1023.
The authors declare no competing financial interest.
2
ACKNOWLEDGMENT
9. Chin, C.; Lee, B. Catal. Lett. 1992, 14, 135.
The Federal Ministry of Education and Research (BMBF) and
the State of Mecklenburg-Vorpommern are gratefully
acknowledged for their geneous support. We thank the ana-
lytical department of the Leibniz-Institute for Catalysis,
Rostock for their excellent analytical service.
10. Yoshida, T.; Okano, T.; Otsuka, S. J. Chem. Soc. Chem.
Commun. 1979, 870.
11. Rajesh, K.; Dudle, B.; Blacque, O.; Berke, H. Adv. Synth.
Catal. 2011, 353, 1479.
12. Bornschein, C.; Werkmeister, S.; Wendt, B.; Jiao, H.;
Alberico, E.; Baumann, W.; Junge, H.; Junge, K.; Beller, M. Nat.
Commun. 2014, 5, 4111.
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