Synthesis, structural characterization and catalytic activity of two N-heterocyclic carbene-phosphine palladium(II) complexes

Inorganic Chemistry Communications

Volumn 17, Issue , 2012, Pages 34-37

  Xu, Chen ^a   Hao, Xin Qi ^b   Li, Zhen ^b   Dong, Xin Ming ^b   Duan, Lu Meng ^b   Wang, Zhi Qiang ^a   Ji, Bao Ming ^a   Song, Mao Ping ^b  

^a LUOYANG NORMAL UNIVERSITY   (China)

^b ZHENGZHOU UNIVERSITY   (China)

Author keywords

Crystal structure; N heterocyclic carbene; Palladium(II) complex; Phosphine; Suzuki reaction

Indexed keywords

EID: 84862776570     PISSN: 13877003     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.inoche.2011.12.009     Document Type: Article

References (24)

1. W.A. Herrmann Angew. Chem. Int. Ed. 41 2002 1290 1309
2. D. Ender, O. Niemeier, and A. Henseler Organocatalysis by N-heterocyclic carbenes Chem. Rev. 107 2007 5606 5655
3. F.E. Hahn, and M.C. Jahnke Heterocyclic carbenes: synthesis and coordination chemistry Angew. Chem. Int. Ed. 47 2008 3122 3172
4. S. Díez-González, and S.P. Nolan Palladium-catalyzed reactions using NHC ligands Top. Organomet. Chem. 21 2007 47 82
5. E.A.B. Kantchev, C.J. O'Brien, and M.G. Organ Palladium complexes of N-heterocyclic carbenes as catalysts for cross-coupling reactions-a synthetic chemist's perspective Angew. Chem. Int. Ed. 46 2007 2768 2813 (Pubitemid 46981273)
6. A.K.K. Lewis, S. Caddick, F.G.N. Cloke, N.C. Billingham, P.B. Hitchcock, and J. Leonard Synthetic, structural, and mechanistic studies on the oxidative addition of aromatic chlorides to a palladium (N-heterocyclic carbene) complex: relevance to catalytic amination J. Am. Chem. Soc. 125 2003 10066 10073 (Pubitemid 36994935)
7. C.M. Crudden, and D.P. Allen Stability and reactivity of N-heterocyclic carben complexes Coord. Chem. Rev. 248 2004 2247 2273
8. A.F. Littke, and G.C. Fu Palladium-catalyzed coupling reactions of aryl chlorides Angew. Chem. Int. Ed. 41 2002 4176 4211 (Pubitemid 35402094)
9. T.E. Barder, S.D. Walker, J.R. Martinelli, and S.L. Buchwald Catalysts for Suzuki-Miyaura coupling processes: scope and studies of the effect of ligand structure J. Am. Chem. Soc. 127 2005 4685 4696 (Pubitemid 40489626)
10. W.A. Herrmann, V.P.W. Böhm, C.W.K. Gstöttmayt, M. Grosche, C.P. Reisinger, and T. Weskamp Synthesis, structure and catalytic application of palladium(II) complexes bearing N-heterocyclic carbenes and phosphines J. Organomet. Chem. 617-618 2001 616 628
11. H. Türkmen, and B. Çetinkaya 1,3-Diarylimidazolidin-2-ylidene (NHC) complexes of Pd(II): electronic effects on cross-coupling reactions and thermal decompositions J. Organomet. Chem. 691 2006 3749 3759 (Pubitemid 44107953)
12. M.V. Baker, D.H. Brown, V.J. Hesler, B.W. Skelton, and A.H. White Synthesis of a Bis(N-heterocycliccarbene) palladium complex via oxidative addition of a CC bond in a biimidazolium ion Organometallics 26 2007 250 252 (Pubitemid 46180924)
13. 3)] Angew. Chem. Int. Ed. 48 2009 5182 5186
14. C.E. Ellul, G. Reed, M.F. Mahon, S.I. Pascu, and M.K. Whittlesey Tripodal N-heterocyclic carbene complexes of palladium and copper: syntheses, characterization, and catalytic activity Organometallics 29 2010 4097 4104
15. carbeneBr interactions and their catalytic activities Organometallics 25 2006 3267 3274 (Pubitemid 44013578)
16. W.H. Yang, C.S. Lee, S. Pal, Y.N. Chen, W.S. Hwang, I.J.B. Lin, and J.C. Wang Novel Ag(I), Pd(II), Ni(II) complexes of N, N′-bis-(2,2- diethoxyethyl)imidazole-2-ylidene: synthesis, structures, and their catalytic activity towards Heck reaction J. Organomet. Chem. 693 2008 3729 3740
17. C.Y. Liao, K.T. Chan, C.Y. Tu, Y.W. Chang, C.H. Hu, and H.M. Lee Robust and electron-rich cis-palladium(II) complexes with phosphine and carbene ligands as catalytic precursors in Suzuki coupling reactions Chem. Eur. J. 15 2009 405 417
18. L. Delaude, M. Szypa, A. Demonceau, and A.F. Noels New in situ generated ruthenium catalysts bearing N-heterocyclic carbene ligands for the ring-opening metathesis polymerization of cyclooctene Adv. Synth. Catal. 344 2002 749 756 (Pubitemid 44800228)
19. 8: complementary orthogonality and complementary helicity CrystEngComm 1 2001 1 8
20. L. Brammer, E.A. Bruton, and P. Sherwood Understanding the behavior of halogens as hydrogen bond acceptors Cryst. Growth Des. 1 2001 277 290 (Pubitemid 33680419)
21. A. Nangia Database research in the crystal engineering CrystEngComm 4 2002 93 101
22. C. Xu, J.F. Gong, G. Tao, Y.H. Zhang, and Y.J. Wu Cyclopalladated ferrocenylimine complexes with dicyclohexylphosphinobiphenyl ligands: synthesis, crystal structures and their use as highly efficient catalysts for Suzuki reaction of aryl chlorides J. Mol. Catal. A: Chem. 279 2008 69 76 (Pubitemid 350214545)
23. C. Xu, Z.Q. Wang, Y.P. Zhang, X.M. Dong, X.Q. Hao, W.J. Fu, B.M. Ji, and M.P. Song Synthesis and structural characterization of palladacycles with polydentate ligands via the stepwise coupling route: palladacycles containing halide as efficient catalysts and substrates Eur. J. Inorg. Chem. 2011 4878 4888
24. C. Xu, Y.X. Lu, X.H. Lou, Z.Q. Wang, W.J. Fu, and B.M. Ji Tri-p-tolylphosphine- cyclopalladated ferrocenylpyrimidine complexes: synthesis, crystal structures, catalytic activity, and a palladacycle cocrystallization adduct Trans. Met. Chem. 36 2011 637 642