Abstract
A comparative study of catalytic activity of palladium complexes with N-heterocyclic carbenes in the Suzuki-Miyaura reaction was conducted. The studies were carried out for the complexes containing carbenes with five-membered rings based on imidazole and imidazoline, and carbenes with expanded six- and seven-membered rings. The influence of the solvent nature, the base type, and the iodide ions on the catalytic activity of complexes was also examined.
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S. Marion, S. P. Nolan, Acc. Chem. Res., 2008, 41, 1440.
E. A. D. Kantchev, C. J. O’Brien, M. G. Organ, Angew. Chem., Int. Ed., 2007, 46, 2768.
N. M. Scott, S. P. Nolan, Eur. J. Inorg. Chem., 2005, 1815.
C. J. O’Brien, E. A. B. Kantchev, G. A. Chass, N. Hadei, A. C. Hopkinson, M. G. Organ, D. H. Setiadi, T.-H. Tang, Fang De-Cai, Tetrahedron, 2005, 61, 9723.
O. Navarro, N. Marion, J. Mei, S. P. Nolan, Chem. Eur. J., 2006, 5142.
G. A. Grasa, M. S. Viciu, J. Huang, C. Zhang, M. L. Trudell, S. P. Nolan, Organometallics, 2002, 21, 2866.
M. S. Viciu, R. F. Germaneau, O. N. Navarro-Fernandez, E. D. Stevens, S. P. Nolan, Organometallics, 2002, 21, 5470.
A. C. Hillier, G. A. Grasa, M. S. Viciu, H. M. Lee, C. Yang, S. P. Nolan, J. Organometal. Chem., 2002, 653, 69.
C. Zhang, J. Huang, M. L. Trudell, S. P. Nolan, J. Org. Chem., 1999, 64, 3804.
E. L. Kolychev, A. F. Asachenko, P. B. Dzhevakov, A. A. Bush, V. V. Shuntikov, V. N. Khrustalev, M. S. Nechaev, Dalton Trans., 2013, 42, 6859.
M. S. Viciu, O. Navarro, R. F. Germaneau, R. A. Kelly, W. Sommer, N. Marion, E. D. Stevens, L. Cavallo, S. P. Nolan, Organometallics, 2004, 23, 1629.
N. T. S. Phan, M. van der Sluys, C. W. Jones, Adv. Synth. Catal., 2006, 348, 609.
N. Marion, O. Navarro, J. Mei, E. D. Stevens, N. M. Scott, S. P. Nolan, J. Am. Chem. Soc., 2006, 128, 4101.
C. Amatore, A. Jutand, Acc. Chem. Res., 2000, 33, 314.
R. A. Widenhoefer, S. L. Buchwald, Organometallics, 1996, 15, 2755.
O. Novarro, Y. Oonishi, R. A. Kelly, E. D. Stevens, O. Briel, S. P. Nolan, J. Organometal. Chem., 2004, 689, 3722.
C. Amatore, A. Jutand, F. Lemaitre, J. L. Ricard, S. Kozuch, S. Shaik, J. Organometal. Chem., 2004, 689, 3728.
S. Kozuch, S. Shaik, A. Jutand, C. Amatore, Chem. Eur. J. 2004, 3072.
C. Amatore, A. Jutand, J. Organometal. Chem., 1999, 576, 254.
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Based on the Materials of International Symposium “Modern Trends in Organometallic Chemistry and Catalysis” (June 3–7, 2013, Moscow).
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0890–0894, April, 2014.
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Dzhevakov, P.B., Asachenko, A.F., Kashin, A.N. et al. Catalytic activity of palladium complexes with stable diaminocarbenes containing five-, six- and seven-membered rings in the Suzuki-Miyaura reaction. Russ Chem Bull 63, 890–894 (2014). https://doi.org/10.1007/s11172-014-0525-7
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DOI: https://doi.org/10.1007/s11172-014-0525-7