A convenient and simple PdCl2-based hydrogenation catalyst has been developed. The liquid, air, and moisture stable precursor is pumped into the reactor where it is temporarily immobilized and reduced on the channel surface into Pd(0), providing a constant high activity for hydrogenation reaction. The catalyst is leached with time, avoiding any kind of clogging problems during long time runs.
1. McQuade, D. T.; Seeberger, P. H. J. Org. Chem. 2013, 78, 6384–6389.
2. Wiles, C.; Watts, P. Eur. J. Org. Chem. 2008, 1655–1671.
3. Mason, B. P.; Price, K. E.; Steinbacher, J. L.; Bogdan, A. R.; McQuade, D. T. Chem. Rev. 2007, 107, 2300–2318.
4. Kashid, M. N.; Kiwi-Minsker, L. Ind. Eng. Chem. Res. 2009, 48, 6465–6485.
5. Kobayashi, J.; Mori, Y.; Okamoto, K.; Akiyama, R.; Ueno, M.; Kitamori, T.; Kobayashi, S. Science 2004, 304, 1305–1308.
6. Wang, N.; Matsumoto, T.; Ueno, M.; Miyamura, H.; Kobayashi, S. Angew. Chem., Int. Ed. 2009, 48, 4744–4746.
7. Kataoka, S.; Takeuchi, Y.; Harada, A.; Takagi, T.; Takenaka, Y.; Fukaya, N.; Yasuda, H.; Ohmori, T.; Endo, A. Appl. Catal., A, 2012, 427–428, 119–124.
8. Irfan, M.; Glasnov, T. N.; Kappe, C. O. ChemSusChem, 2011, 4, 300–316 and references therein.
9. Yeong, K. K.; Gavriilidis, A.; Zapf, R.; Hessel, V. Catal. Today 2003, 8, 1641–651.
10. Doku, G. N.; Verboom, W.; Reinhoudt, D. N.; van den Berg, A. Tetrahedron 2005, 61, 2733–2742.
11. Mennecke, K.; Cecilia, R.; Glasnov, T. N.; Gruhl, S.; Vogt, C.; Feldhoff, A.; Vargas, M. A. L.; Kappe, C. O.; Kunz, U.; Kirschning, A. Adv. Synth. Catal. 2008, 350, 717–730.
12. Bouchard, L.-S.; Burt S. R.; Anwar, M. S.; Kovtunov, K. V.; Koptyug, I. V.; Pines, A. Science 2008, 319, 442–445.
13. Frost, C. G.; Mutton, L. Green Chem. 2010, 12, 1687–1703.
14. Brophy, J. H.; Jarosch, K. US20040132613A1.
15. Buisson, B.; Donegan, S.; Wray, D.; Parrcho, A.; Gamble, J.; Caze, P.; Jorda, J.; Guermeur, C. Chim. Oggi 2009, 27, 12–16.
16. Hartman, R. L. Org. Process Res. Dev. 2012, 16, 870–887.
17. Barau, A.; Budarin, V.; Caragheorgheopl, A; Luque, R.; Macquarrie, D. J.; Prelle, A.; Teodorescu, V. S.; Zaharescu, M. Catal. Lett. 2008, 124, 204–214.
18. Oyamada, H.; Naito, T.; Miyamoto, S.; Akiyama, R.; Hagio, H.; Kobayashi, S. Org. Biomol. Chem. 2008, 6, 61–65.
19. Bremeyer, N.; Ley, S. V.; Ramarao, C.; Shirley, I. M.; Smith, S. C. Synlett, 2002,1843–1844.
20. Balzhinimaev, B. S.; Paukshtis, E. A.; Vanag, S. V.; Suknev, A. P.; Zagoruiko, A. N. Catal. Today 2010, 151, 195–199.