Recyclable Polyurea-Microencapsulated Pd(0) Nanoparticles: An Efficient Catalyst for Hydrogenolysis of Epoxides

Organic Letters

Volumn 5, Issue 24, 2003, Pages 4665-4668

  Ley, Steven V ^a   Mitchell, Claire ^a   Pears, David ^b   Ramarao, Chandrashekar ^a   Yu, Jin Quan ^a   Zhou, Wuzong ^c  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^b Avecia Biologics Limited   (United Kingdom)

^c UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EPOXIDE; HYDROGEN; PALLADIUM; UREA DERIVATIVE;

ARTICLE; CATALYST; CHEMICAL REACTION; CYCLIZATION; HYDROGENOLYSIS; NANOPARTICLE; PARTICLE SIZE;

EID: 0346780582     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0358509     Document Type: Article

References (18)

1. (a) Coperet, C.; Adolfsson, H.; Sharepless, K. B. Chem. Commun. 1997, 1565.
2. (b) Bratz, M.; Bullock, W. H.; Overman, L. E.; Takemoto, T. J. Am. Chem. Soc. 1995, 117, 5958.
3. (c) Nemoto, T.; Kakei, H.; Gnanadesikan, V.; Tosaki, S. Y.; Ohshima, T.; Shibasaki, M. J. Am. Chem. Soc. 2002, 124, 14544.
4. Flaherty, T. M.; Gervay, J. Tetrahedron Lett. 1996, 37, 961.
5. Schultze, L. M.; Chapman, H. H.; Louie, N. S.; Postich, M. J.; Prisbe, E. J.; Rohloff, J. C.; Yu, R. H. Tetrahedron Lett. 1998, 39, 1853.
6. Sajiki, H.; Hattori, K.; Hirota, K. Chem. Commun. 1999, 1041.
7. (a) Shimizu, I.; Oshima, M.; Nisar, M.; Tsuji, J. Chem. Lett. 1986, 1775.
8. (b) Varghese, J. P.; Sudalai, A.; Iyer, S. Synth. Commun. 1995, 25, 2267.
9. (c) Dragovish, P. S.; Prins, T. J.; Zhou, R. J. Org. Chem. 1995, 60, 4922.
10. (a) Yu, J. Q.; Spencer, J. B. Chem. Commun. 1998, 1935.
11. (b) Yu, J. Q.; Spencer, J. B. Eur. J. Chem. 1999, 2237.
12. (c) Gaunt, M. J.; Yu, J. Q.; Spencer, J. B. J. Org. Chem. 1998, 63, 4172.
13. Yu, J. Q.; Wu, H. C.; Ramarao, C.; Spencer, J. B.; Ley, S. V. Chem. Commun. 2003, 678.
14. Lu, W.; Wang, B.; Wang, K.; Wang, X.; Hou, J. Langmuir 2003, 19, 5887.
15. Since no obvious drop of reactivity was observed, the upper limit of the recyclablity remains to be tested. TEM examinations of the samples after 1 cycle and 10 cycles observed no significant change in the particle size or distribution.
16. Guyon, R.; Villa, P. Bull. Soc. Chim. Fr. 1975, 2584.
17. (a) White, M. C.; Doyle, A. G.; Jacobsen, E. N. J. Am. Chem. Soc. 2001, 123, 7194.
18. (b) Dubois, G.; Murphy, A.; Stack, T. D. P. Org. Lett. 2003, 5, 2469.