Aminophosphine complex as a catalyst precursor in Suzuki coupling reactions

• Authors: Dongbin Zhao , Zhaofu Fei , Wee Ang
• Languages of publication: EN

Abstracts

EN

A palladium complex with an aminophosphine ligand has been prepared and investigated as a catalyst precursor in Suzuki coupling reactions in toluene. Nanoparticles composed of elemental palladium have been isolated from the reaction media and analyzed using transmission electroscopic microscope (TEM), which shows the essential catalysts palladium nanoparticles to have a size of ca. 3.0 nm. [...]

Keywords

EN

Aminophosphosphine; Transition metal complex; X-ray; Catalysis; Nanoparticles

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2008
• Volume: 6
• Issue: 1
• Pages: 93-98

Dates

published

1 - 3 - 2008

online

1 - 3 - 2008

Contributors

author

Dongbin Zhao

• Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL), CH 1015, Lausanne, Switzerland

author

Zhaofu Fei

• Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL), CH 1015, Lausanne, Switzerland

author

Wee Ang

• Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL), CH 1015, Lausanne, Switzerland

References

• [1] F.R. Hartley, The Chemistry of Organophosphorus Compounds, Vol. 1, (John Wiley & Sons, Manchester, 1990)
• [2] N.N. Greenwood, A. Earnshaw, Chemistry of the Elements, (Pergmon Press, Oxford, 1984)
• [3] M.S. Balakrishna, V. Sreenivasa Reddy, S.S. Krishnamurthy, J.F. Nixon, J.C.T.R. Burckett St. Laurent, Coord. Chem. Rev. 129, 1 (1994) http://dx.doi.org/10.1016/0010-8545(94)85018-6[Crossref]
• [4] T. Appleby, J. D. Woollins, Coord. Chem. Rev. 235, 121 (2002) http://dx.doi.org/10.1016/S0010-8545(02)00182-0[Crossref]
• [5] Z. Fei, P.J. Dyson, Coord. Chem. Rev. 249, 2056 (2005) http://dx.doi.org/10.1016/j.ccr.2005.03.014[Crossref]
• [6] T. Kaukorat, I. Neda, R. Schmutzler, Coord. Chem. Rev. 137, 53 (1994) http://dx.doi.org/10.1016/0010-8545(94)03004-A[Crossref]
• [7] A.D. Burrows, M.F. Mahon, M.T. Palmer, J. Chem. Soc. Dalton Trans. 1669 (2000) [Crossref]
• [8] S.M. Aucott, A.M. Z. Slawin, J.D. Woollins, J. Chem. Soc. Dalton Trans. 2559 (2000) [Crossref]
• [9] S.M. Aucott, M.L. Clarke, A.M.Z. Slawin, J.D. Woollins, J. Chem. Soc. Dalton Trans. 972 (2001) [Crossref]
• [10] M.L. Clarke, A.M.Z. Slawin, M.V. Wheatley, J.D. Woollins, J. Chem. Soc. Dalton Trans. 3421 (2001) [Crossref]
• [11] N. Biricik, Z. Fei, R. Scopelleti, P.J. Dyson, Helv. Chim. Acta 86, 3281 (2003) http://dx.doi.org/10.1002/hlca.200390269[Crossref]
• [12] N. Biricik, Z. Fei, R. Scopelleti, P.J. Dyson, Eur. J. Inorg. Chem. 4243 (2004)
• [13] O.I. Kolodiazhnyi et al., Tetrahedron: Asymm. 14, 181 (2003) http://dx.doi.org/10.1016/S0957-4166(02)00750-4[Crossref]
• [14] Y.-X. Chen, Y.-M. Li, K.-H. Lam, A.S.C. Chan, Chin. J. Chem. 21, 66 (2003)
• [15] R.F. Heck, Palladium Reagents in Organic Synthesis, Best Synthetic Methods, (Academic Press, London, San Diego, New York, Berkeley, Boston, Sydney, Tokyo, Toronto, 1987)
• [16] M.R.I. Zubiri et al., J. Chem. Soc. Dalton Trans. 969 (2001) [Crossref]
• [17] M.L. Clarke, D.J. Cole-Hamilton, J.D. Woollins, J. Chem. Soc. Dalton Trans. 2721 (2001) [Crossref]
• [18] M.L. Clarke, G. Holliday, A.M.Z. Slawin, J.D. Woollins, J. Chem. Soc. Dalton Trans. 1093 (2002) [Crossref]
• [19] X. Bei, H. Turner, W.H. Weinberg, A.S. Gurran, J. Org. Chem. 64, 6797 (1999) http://dx.doi.org/10.1021/jo990805t[Crossref]
• [20] F.R. Hartley, S. Patai, (Ed.) Carbon-carbon bond formation using organometallic compounds, (Wiley, Chichester, 1985)
• [21] N. Miyaura, K. Yamada, A. Suzuki, Tetrahedron Lett. 20, 3437 (1979) http://dx.doi.org/10.1016/S0040-4039(01)95429-2[Crossref]
• [22] F. Bellina, A. Carpita, R. Rossi, Synthesis, 2419 (2004)
• [23] P.J. Pershichini, Curr. Org. Chem. 7, 1725 (2003) http://dx.doi.org/10.2174/1385272033486198[Crossref]
• [24] J. Hassan, M. Sevignon, C. Gozzi, E. Schulz, M. Lemaire, M. Chem. Rev. 102, 1359 (2002) http://dx.doi.org/10.1021/cr000664r[Crossref]
• [25] S. Kotha, S. Lahiri, D. Kashinath, Tetrahedron, 58, 9633 (2002) http://dx.doi.org/10.1016/S0040-4020(02)01188-2[Crossref]
• [26] J. Dupont, R.F. de Souza, P.A.Z. Suarez, Chem. Rev. 102, 3667 (2002) http://dx.doi.org/10.1021/cr010338r[Crossref]
• [27] P.J. Dyson, T.J. Geldbach, Metal Catalysed Reactions in Ionic Liquids in Catalysis by Metal Complexes, Brian James, Piet W.N.M. van Leeuwen, (Ed.) (Springer, Dordrecht. 2005)
• [28] J. K. Stille, Angew. Chem. Int. Ed. 25, 508 (1986) http://dx.doi.org/10.1002/anie.198605081[Crossref]
• [29] C.W. Scheeren et al., J. Phys. Chem. B. 110, 13011 (2006) http://dx.doi.org/10.1021/jp0623037[Crossref]
• [30] A.P. Umpierre, G. Machado, G.H. Fecher, J. Morais, J. Dupont, Adv. Synth. Catal. 347, 1404 (2005) http://dx.doi.org/10.1002/adsc.200404313[Crossref]
• [31] C.C. Cassol, A.P. Umpierre, G. Machado, S.I. Wolke, J. Dupont, J. Am. Chem. Soc. 127, 3298 (2005) http://dx.doi.org/10.1021/ja0430043[Crossref]
• [32] Z. Fei, R. Scopelliti, P.J. Dyson, Inorg. Chem. 42, 2125 (2003) http://dx.doi.org/10.1021/ic0262841[Crossref]
• [33] Z. Fei, W. H. Ang, D. Zhao, R. Scopelliti, P. J. Dyson, Inorg. Chem. Acta, 359, 2635 (2006) http://dx.doi.org/10.1016/j.ica.2005.09.058[Crossref]
• [34] R. Franzen, Can. J. Chem. 78, 957 (2000) http://dx.doi.org/10.1139/cjc-78-7-957[Crossref]
• [35] Y. Deng, L. Gong, A. Mi, H. Liu, Y. Jiang, Synthesis, 3, 337 (2003)
• [36] N. Miyaura, A. Suzuki, Chem. Rev. 95, 2456 (1995) http://dx.doi.org/10.1021/cr00039a007[Crossref]
• [37] P.J. Dyson, Dalton Trans. 2964 (2003)
• [38] C. Chiappe, D. Pieraccini, D. Zhao, Z. Fei, P.J. Dyson, Adv. Syn. Catal. 348, 68 (2006) http://dx.doi.org/10.1002/adsc.200505271[Crossref]
• [39] N. Yan et al., J. Am. Chem. Soc. 128, 8714 (2006) http://dx.doi.org/10.1021/ja062468t[Crossref]
• [40] D. Zhao, Z. Fei, T. J. Geldbach, R. Scopelliti, P. J. Dyson, J. Am. Chem. Soc. 126, 15876 (2004) http://dx.doi.org/10.1021/ja0463482[Crossref]
• [41] M.L. Kantam et al., Tetrahedron, 63, 8002 (2007) http://dx.doi.org/10.1016/j.tet.2007.05.064[Crossref]
• [42] A. Houdayer, R. Schneider, D. Billaud, J. Ghanbaja, J. Lambert, Appl. Organometal. Chem. 19. 1239 (2005) http://dx.doi.org/10.1002/aoc.999[Crossref]
• [43] X.-D. Mu, J.-Q. Meng, Z.-C. Li, Y. Kou, J. Am. Chem. Soc. 127, 9694 (2005) http://dx.doi.org/10.1021/ja051803v[Crossref]
• [44] P.J. Dyson, J.S. McIndoe. Inorg. Chim. Acta. 354, 68 (2003) http://dx.doi.org/10.1016/S0020-1693(03)00369-4[Crossref]

Identifiers

DOI

10.2478/s11532-007-0069-x