Synthesis and application of N-heterocyclic carbene-palladium ligands with glycerol dendrons for the Suzuki-Miyaura cross-coupling in water

Synlett

Volumn 25, Issue 15, 2014, Pages 2161-2165

  Lukowiak, Maike C ^a   Meise, Markus ^a   Haag, Rainer ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

Author keywords

carbene complexes; cross coupling; dendrimers; green chemistry; palladium; supported catalysis

Indexed keywords

CARBENE; GLYCEROL DENDRON; GLYCEROL DERIVATIVE; HETEROCYCLIC COMPOUND; PALLADIUM; UNCLASSIFIED DRUG; WATER;

ARTICLE; CATALYSIS; STEREOSPECIFICITY; SUZUKI REACTION; SYNTHESIS;

EID: 84905520596     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0034-1378533     Document Type: Article

References (24)

1. de Jesús, E.; Flores, J. C. Ind. Eng. Chem. Res. 2008, 47, 7968.
2. Polymeric Materials in Organic Synthesis and Catalysis; Buchmeiser, M. R., Ed.; Wiley-VCH: Weinheim, 2003, VII.
3. Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem. Int. Ed. 2001, 40, 1828.
4. Andrés, R.; de Jesús, E.; Flores, J. C. New J. Chem. 2007, 31, 1161.
5. Helms, B.; Fréchet, J. M. J. Adv. Synth. Catal. 2006, 348, 1125.
6. Chow, H.-F.; Leung, C.-F.; Wang, G.-X.; Yang, Y.-Y. C. R. Chim. 2003, 6, 735.
7. Tomalia, D. A. New J. Chem. 2012, 36, 264.
8. Dahan, A.; Portnoy, M. J. Am. Chem. Soc. 2007, 129, 5860.
9. Twyman, L. J.; King, A. S. H.; Martin, I. K. Chem. Soc. Rev. 2002, 31, 69.
10. Astruc, D.; Berger, A.; Chandler, B. D.; Daniel, M.-C.; Gade, L. H.; Gilbertson, J. D.; Haag, R.; Hajii, C.; Kassube, J. K.; Gebbink, R. J. M. K.; van Koten, G.; van Leuuwen, P. W. N. M.; Reek, J. N. H.; Ribaudo, F.; Ruiz, J. Dendrimer Catalysis, In Topics in Organometallic Chemistry; Vol. 20; Springer: Berlin, 2006.
11. Sommer, W. J.; Weck, M. Coord. Chem. Rev. 2007, 251, 860.
12. Glorius, F.; Bellemin-Laponnaz, S.; Despagnet-Ayoub, E.; Díez-González, S.; Gade, L. H.; Louie, J.; Nolan, S. P.; Peris, E.; Ritter, T.; Rogers, M. M.; Stahl, S. S.; Tekavec, T. N. N-Heterocyclic Carbenes in Transition Metal Catalysis, In Topics in Organometallic Chemistry; Vol. 21; Springer: Berlin, 2007.
13. Meiries, S.; Le Duc, G.; Chartoire, A.; Collado, A.; Speck, K.; Arachchige, K. S. A.; Slawin, A. M. Z.; Nolan, S. P. Chem. Eur. J. 2013, 19, 17358.
14. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
15. Ohta, H.; Fujihara, T.; Tsuji, Y. Dalton Trans. 2008, 379.
16. Fujihara, T.; Yoshida, S.; Ohta, H.; Tsuji, Y. Angew. Chem. Int. Ed. 2008, 47, 8310.
17. Meise, M.; Haag, R. ChemSusChem 2008, 1, 637.
18. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem. Int. Ed. 2001, 40, 2004.
19. Fernandes, A. E.; Jonas, A. M.; Riant, O. Tetrahedron 2014, 70, 1709.
20. Bouchmella, K.; Boury, B.; Dutremez, S. G.; van der Lee, A. Chem. Eur. J. 2007, 13, 6130.
21. Wyszogrodzka, M.; Haag, R. Chem. Eur. J. 2008, 14, 9202.
22. Herrmann, W. A.; Elison, M.; Fischer, J.; Köcher, C.; Artus, G. R. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 2371.
23. Bourissou, D.; Guerret, O.; Gabba, F. P.; Bertrand, G. Chem. Rev. 2000, 100, 39.
24. Chanda, A.; Fokin, V. V. Chem. Rev. 2009, 109, 725.