Influence of metal and ligand types on stacking interactions of phenyl rings with square-planar transition metal complexes

Central European Journal of Chemistry

Volumn 5, Issue 1, 2007, Pages 20-31

  Sredojević, Dušan N ^a   Tomić, Zoran D ^b   Zarić, Snezana D ^a  

^a UNIVERSITY OF BELGRADE   (Serbia)

^b UNIVERSITY OF BELGRADE   (Serbia)

Author keywords

Chelate rings; Non covalent interactions; Stacking interactions; Transition metal complexes; systems

Indexed keywords

EID: 33846697649     PISSN: 18951066     EISSN: 16443624     Source Type: Journal    
DOI: 10.2478/s11532-006-0068-3     Document Type: Article

References (32)

1. K. Shibasaki, A. Fujii, N. Mikami and S. Tsuzuki: "Magnitude of the CH/ π Interaction in the Gas Phase: Experimental and Theoretical Determination of the Accurate Interaction Energy in Benzene-methane", J. Phys. Chem. A, Vol. 110, (2006), pp. 4397-4404.
2. 2+ -Indole Interaction in Aqueous Solution", J. Am. Chem. Soc., Vol. 127, (2005), pp. 3527-3530.
3. M. Nishio: "CH/ π hydrogen bonds in crystals", Cryst. Eng. Comm., Vol. 6, (2004), p. 130.
4. M. Nishio, M. Hirota and Y. Umezava: The CH/π Interaction, Evidence, Nature, and Conesequence, Wiley-VCH, New York, (1998).
5. E.V. Pletneva, A.T. Laederach, D.B. Fulton and N.M. Kostic: "The role of cation- π interactions in biomolecular association. Design of peptides favoring interactions between cationic and aromatic amino acid side chains", J. Am. Chem. Soc., Vol. 123, (2001), pp. 6232-6245.
6. T.P. Burhardt, N.O. Juranić, S. Macura and K. Ajtai: "Cation- π interaction in a folded polypeptide", Biopolymers, Vol. 63, (2002), pp. 261-272.
7. S. Yanagisawa, K. Sato, M. Kikuchi, T. Kohzuma and C. Dennison: "Introduction of a π - π Interaction at the Active Site of a Cupredoxin: Characterization of the Met16Phe Pseudoazurin Mutant", Biochemistry, Vol. 42, (2003), pp. 6853-6862.
8. E. A. Meyer, R. K. Castellano, F. Diederich: "Interactions with aromatic rings in chemical and biological recognition", Angew. Chem. Int. Ed., Vol. 42, (2003), pp. 1210-1250.
9. O. Yamauchi, A. Odani and M. Takani: "Metal-amino acid chemistry. Weak interactions and related functions of side chain groups", J. Chem. Soc. Dalton Trans., (2002), pp. 3411-3421.
10. W. Schmitt, C.E. Anson, J.P. Hill and A.K. Powell: "Cation- π Binding of an Alkali Metal Ion by Pendant α, α -Dimethylbenzyl Groups within a Dinuclear Iron(III) Structural Unit", J. Am. Chem. Soc., Vol. 125, (2003), pp. 11142-11143.
11. T. Lovell, F. Himo, W.G. Han and L. Noodleman: "Density functional methods applied to metalloenzymes", Coord. Chem. Rev., Vol. 238, (2003), pp. 211-232.
12. W.L. Zhu, X.J. Tan, J.H. Shen, X.M. Luo, F. Chen, P.C. Mok, R.Y. Ji, K.X. Chen and H.L. Jiang: "Differentiation of Cation- π Bonding from Cation- π Intermolecular Interactions: A Quantum Chemistry Study Using Density-Functional Theory and Morokuma Decomposition Methods", J. Phys. Chem. A., Vol. 107, (2003), pp. 2296-2303.
13. +(phenol) complexes using infrared spectroscopy", J. Chem. Phys.A., Vol. 120, (2004), pp. 721-730.
14. S.D. Zarić: "Metal ligand-aromatic cation- π interactions", Eur. J. Inorg. Chem., (2003), pp. 2197-2209.
15. S.D. Zarić, D. Popović and E.W. Knapp: "Metal ligand aromatic cation- π interactions in metalloproteins: Ligands coordinated to metal interact with aromatic residues", Chem. Eur. J., Vol. 6, (2000), pp. 3935-3942.
16. S.D. Zarić: "Cation- π interaction with transition-metal complex as cation", Chem. Phys. Lett., Vol. 311, (1999), pp. 77-80.
17. M. Milĉić and S.D. Zarić "Intramolecular metal ligand aromatic cation- π interactions in crystal structures of transition metal complexes", Eur. J. Inorg. Chem., (2001), pp. 2143-2150.
18. M.K. Milĉić, Z.D. Tomić and S.D. Zaric "Very strong metal ligand aromatic cation- π interactions in transition metal complexes: Intermolecular interaction in tetraphenylborate salts", Inorg. Chim. Acta, Vol. 357, (2004), pp. 4327-4329.
19. M.K. Milĉić, V.B. Medaković, D.N. Sredojević, N.O. Juranić and S.D. Zarić: "Electron delocalization mediates the metal-dependent capacity for CH/ π interactions of acetylacetonato chelates", Inorg. Chem., Vol. 45, (2006), pp. 4755-4763.
20. H. Tsubaki, S. Tohyama, K. Koike, H. Saitoh and O. Ishitani: "Effect of intramolecular π - π and CH- π interactions between ligands on structure, electrochemical and spectroscopic properties of fac-[Re(bpy) (CO)3(PR3)] + (bpy = 2,2′-bipyridine; PR3 = trialkyl or triarylphosphines)", Dalton Trans., Vol. 2, (2005), pp. 385-395.
21. H. Kumita, T. Kato, K. Jitsukawa, H. Einaga and H. Masuda: "Characterization of an NH- π Interaction in Co(III) Ternary Complexes with Aromatic Amino Acids", Inorg. Chem., Vol. 40, (2001), pp. 3936-3942.
22. H. Suezawa, T. Yoshida, Y. Umezawa, S. Tsuboyama and M. Nishio: "CH/ π interactions implicated in the crystal structure of transition metal compounds - a database study", Eur. J. Inorg. Chem., (2002), pp. 3148-3155.
23. G.A. Bogdanović, A.S. Biré and S.D. Zarić "Evidence based on crystal structures and calculations of a C-H⋯ π interaction between an organic moiety and a chelate ring in transition metal complexes", Eur. J. Inorg. Chem., (2002), pp. 1599-1602.
24. V. B. Medaković, M.K. Milčić, G.A. Bogdanović and S.D. Zarić: "C-H⋯ π interactions in the metal-porphyrin complexes with chelate ring as the H acceptor", J. Inorg. Biochemistry., Vol. 98, (2004), pp. 1867-1873.
25. V. Philip, V. Suni, M.R.P. Kurup and M. Nethaji: "Structural and spectral studies of nickel(II) complexes of di-2-pyridyl ketone N4,N4-(butane-1,4-diyl)thiosemicarbazone", Polyhedron., Vol. 23, (2004), pp. 1225-1233.
26. Z.D. Tomić, S.B. Novaković and S.D. Zarić "Intermolecular interactions between chelate rings and phenyl rings in square-planar copper(II) complexes", Eur. J. Inorg. Chem., (2004), pp. 2215-2218.
27. Z.D. Tomić, D.N. Sredojević and S.D. Zarić "Stacking interactions between chelate and phenyl ring in square-planar transition metal complexes", Crystal Growth & Design., Vol 6, (2005), pp. 29-31.
28. A. Castineiras, A.G. Sicilia-Zafra, J.M. Gonzáles-Pérez, D. Choquesillo-Lazarte and J. Niclós-Gutiérrez "Intramolecular "Aryl-metal chelate ring" π, π -interactions as structural evidence for metalloaromaticity in (aromatic alpha,alpha'-diimine)-copper(II) chelates: Molecular and crystal structure of aqua(1,10-phenanthroline)(2-benzylmalonato)copper(II) three-hydrate", Inorg. Chem., Vol. 41, (2002), pp. 6956-6958.
29. E. Craven, C. Zhang, C. Janiak, G. Rheinwald and H. Lang: "Synthesis, structure and solution chemistry of (5,5'-dimethyl-2,2'-bipyridine) (IDA)copper(II) and structural comparison with aqua(IDA)(1,10-phenanthroline)copper(II) (IDA = iminodiacetato)", Zeitsch. Anorg. Allgem. Chem., Vol. 629, (2003), pp. 2282-2290.
30. U. Mukhopadhyay, D. Choquesillo-Lazarte, J. Niclós-Gutiérrez and I. Bernal: "A critical look on the nature of the intra-molecular interligand π, π -stacking interaction in mixed-ligand copper(II) complexes of aromatic side-chain amino acidates and α, α'-diimines", Cryst. Eng. Comm., Vol. 6, (2004), pp. 627-632.
31. H. Masui: "Metalloaromaticity", Coord. Chem. Rev., Vol. 219-221, (2001), pp. 957-992.
32. F.H. Allen: "The Cambridge StrActural Database: a quarter of a million crystal structures and rising", Acta Crystallogr. B, Vol. 58, (2002), pp. 380-388.