400
Views
4
CrossRef citations to date
0
Altmetric
Original Articles

Pd(II) complexes of novel phosphine ligands: Synthesis, characterization, and catalytic activities on Heck reaction

, , &
Pages 993-999 | Received 01 Mar 2015, Accepted 10 Nov 2015, Published online: 13 May 2016

References

  • (a) Malleron, J. L.; Fiaud, J. C.; Legros, J. Y.; Handbook of Palladium-Catalysed Organic Reactions; Academic: San Diego, CA, 1997; (b) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917-1927. (c) Beller, M.; Bolm, C. Transition Metals for Organic Synthesis, 2nd edn.; Wiley-VCH: Weinheim, 2004; (d) de Meijere, A.; Diederich, F. Metal-Catalyzed Cross-Coupling Reactions, 2nd edn.; Wiley-VCH: Weinheim, 2004.
  • (a) Beller, M.; Zapf, A. Top. Catal. 2002, 19, 101-109 (b) Kantchev, E. A. B.; O'Brien, C. J.; Organ, M. G. Angew. Chem. Int. Ed. 2007, 46, 2768-2813.
  • For Reviews see: (a) Heck, R. F. Acc. Chem. Res. 1979, 12, 146-151.(b) Cabri, W.; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7. (c) Negishi, E.; Coperet, C.; Ma, S.; Liou, S.; Liu, F. Chem. Rev. 1996, 96, 365-393. (d)wCrisp, G. T. Chem. Soc. Rev. 1998, 27, 427-436 (e) Beletskaya, J. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009-3066. (f) Biffis, A.; Zecca, M.; Basato, M. J. Mol. Catal. A 2001, 173, 249-274. (g) Whitcombe, N. J.; Hii, K. K.; Gibson, S. E. Tetrahedron 2001, 57, 7449-7476. (h) Dounay, A. B.; Overman, L. E. Chem. Rev. 2003, 103, 2945-2963. (i) Alonso, F.; Beletskaya, I. P.; Yus, M. Tetrahedron 2005, 61, 11771-11835.
  • (a) Sabounchei, S.J.; Panahimehr, M.; Ahmadi, M.; Nasri, Z.; Khavasi, H.R. J. Organomet. Chem., 2013, 723, 207-213. (b) Frey, G.D.; Reisinger, C. P.; Herdtweck, E.; Herrmann, W.A. J. Organomet. Chem., 2005, 690, 3193-3201; (c) Frey, G.D.; Schütz, J.; Herdtweck, E.; Herrmann, W.A.; Organometallics, 2005, 24, 4416-4426.
  • (a) Balch, A.L.; Olmstead, M.M.; Rowley, S.P.; Inorg. Chim. Acta. 1990, 168, 255-264; (b) Li, Q.-S.; Wan, C.-Q.; Xu, F.-B.; Song, H.-B.; Zhang, Z.-Z. Inorg. Chim. Acta 2005, 358, 2283-2291.
  • (a) Markl, G.; Jin, G.Y.; Schoerner, C. Tetrahedron Lett. 1980, 21, 1845-1848; (b) Zhang, Q.; Aucott, S. M.; Slawin, A. M. Z.; Woollins, J. D. Eur. J. Inorg. Chem. 2002, 1635-1646; (c) Witt, M.; Roesky, H. W. Chem. Rev. 1994, 94, 1163-1181.
  • (a) Durran, S.E.; Elsegood, M. R. J.; Hawkins, N.; Smith, M.B.; Talib, S. Tetrahedron Lett. 2003, 44, 5255-5257; (b) LaPointe, A.M. J. Comb. Chem. 1999, 1, 101-104; (c) Karasik, A. A.; Naumov, R.N.; Spiridonova, Y.S.; Sinyashin, O.G.; Lönnecke, P.; Hey-Hawkins, E. Z. Anorg. Allg. Chem. 2007, 633, 205-210.
  • Stephan, G. C.; Nather, C.; Sivasankar, C.; Tuczek, F. Inorg. Chim. Acta. 2008, 361, 1008-1019.
  • (a) Durran, S. E.; Smith, M. B.; Slawin, A. M. Z.; Gelbrich, T.; Hursthouse, M. B.; Light, M. E. Can. J. Chem., 2001, 79, 780-791; (b) Coles, S. J.; Durran, S. E.; Hursthouse, M. B.; Slawin A. M. Z.; Smith, M. B.; New J. Chem. 2001, 25, 416-422; (c) Durran, S. E.; Smith, M. B.; Slawin, A. M. Z.; Steed, J. W.; J. Chem. Soc., Dalton Trans. 2000, 2771-2778; (d) Zhang, J. F.; Gan, X.; Xu, Q. Q.; Chen, J. H.; Yuan, M.; Fua, W. F.; Z. Anorg. Allg. Chem. 2007, 633, 1718-1722; (e) Durran, S. E.; Smith, M. B.; Dale, S. H.; Coles, S. J.; Hursthouse, M. B.; Light, M. E. Inorg. Chim. Acta. 2006, 359, 2980-2988; (f) Jun-Feng, Z.; Xin, G.; Wen-Fu, F.; Xu, H.; Li, L. Inorg. Chim. Acta. 2010, 363, 338-345.
  • Busacca, C. A.; Raju, R.; Grinberg, N.; Haddad, N.; James-Jones, P.; Lee, H.; Lorenz, J. C.; Saha, A.; Senanayake, C. H. J. Org. Chem. 2008, 73, 1524-1531, and references therein.
  • Griffin, S.; Heath, L.; Wyatt, P. Tetrahedron Lett. 1998, 39, 4405-4406.
  • Balint, E.; Fazekas, E.; Pongracz, P.; Kollar, L.; Drahos, L.; Holczbauer, T.; Czugler, M.; Keglevich, G. J. Organomet. Chem. 2012, 717, 75-82.
  • Amatore, A.,; Jutand, C. J. Organomet. Chem. 1999, 576, 254-278.
  • Sayin, K., Karakaş, D., Corros. Sci., 2013, 77, 37-45.
  • de Jong, G. T.; Visser, R.; Bickelhaupt, F. M., J. Organomet. Chem. 2006, 691, 4341-4349.
  • Fawcett, J.; Hoye, P. A. T.; Kemmitt, R. D. W. J. Chem. Soc. Dalton. Trans. 1993, 2563-2568.
  • Drew, D.; Doyle, J.R. Inorg. Synth. 1972, 13, 47-55.
  • GaussView, Version 5, Roy Dennington, Todd Keith, and John Millam; Semichem Inc.: Shawnee Mission, KS, 2009.
  • Gaussian 09, Revision D.01, Frisch M. J., Trucks G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Scalmani G., Barone V., Mennucci B., Petersson G. A., Nakatsuji H., Caricato M., Li X., Hratchian H. P., Izmaylov A. F., Bloino J., Zheng G., Sonnenberg J. L., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Montgomery, Jr. J. E., Peralta J. A., Ogliaro F., Bearpark M., Heyd J. J., Brothers E., Kudin K. N., Staroverov V. N., Kobayashi R., Normand J., Raghavachari K., Rendell A., Burant J. C., Iyengar S. S., Tomasi J., Cossi M., Rega N., Millam J. M., Klene M., Knox J. E., Cross J. B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R. E., Yazyev O., Austin A. J., Cammi R., Pomelli C., Ochterski J. W., Martin R. L., Morokuma K., Zakrzewski V. G., Voth G. A., Salvador P., Dannenberg J. J., Dapprich S., Daniels A. D., Farkas Ö., Foresman J. B., Ortiz J. V., Cioslowski J., and Fox D. J.; Gaussian, Inc.: Wallingford, CT, 2013.
  • Becke, A.D., J. Chem. Phys., 1993, 98, 5648-5652.
  • Lee, C.; Yang, W.; Parr, R.G., Phys. Rev. B, 1988, 37, 785-789.
  • Pearson, R. G., Inorg. Chem. 1988, 27, 734-740.
  • Jafari, H.; Sayin, K., J. Taiwan Inst. Chem. Eng., 2015, http://dx.doi.org/10.1016/j.jtice.2015.03.030.
  • Karakus, N.; Sayin, K., J. Taiwan Inst. Chem. Eng., 2015, 48, 95-102.
  • Isin, D.O.; Karakus, N., J. Taiwan Inst. Chem. Eng., 2015, http://dx.doi.org/10.1016/j.jtice.2014.12.035.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.