Skip to main content

Synthesis and characterization of [Cu(Phca2en)(PPh3)X] (X=Cl, Br, I, NCS, N3) complexes: crystal structures of [Cu(Phca2en)(PPh3)Br] and [Cu(Phca2en)(PPh3)I]


New mixed-ligand copper(I) complexes, [Cu(Phca2en)(PPh3)X], [Phca2en = N,N′-bis(β-phenylci-nnamaldehyde)-1,2-diiminoethane and X=Cl (1), Br (2), I (3), NCS (4), N3 (5)] have been synthesized and characterized by various techniques. 1H and 13C-NMR and IR spectral data of these copper(I) complexes are compared with the free ligand to elucidate some structural features. The structures of [Cu(Phca2en)(PPh3)Br] (2) and [Cu(Phca2en)(PPh3)I] (3) have been determined from single-crystal data showing that the coordination geometry around copper atom is a distorted tetrahedron. Furthermore, these Cu(I) complexes exhibit supramolecular motifs of the type multiple phenyl embraces resulting from attractive interactions between phenyl rings of PPh3 moieties. The presence of the C–H…Cu weak intramolecular hydrogen bonds, due to the trapping of C–H bonds in the vicinity of the metal atoms, is also reported.

This is a preview of subscription content, access via your institution.

Scheme 1
Fig. 1
Fig. 2
Fig. 3


  1. 1.

    Bowmaker GA, Effendy Hanna JV, Healy PC, Reid JC, Rickard CEF, White AH (2000) J Chem Soc Dalton Trans 753

  2. 2.

    Bowker M, Hadden RA, Houghton H, Hyland JNK, Waugh KC (1988) J Catal 109:263

    Article  CAS  Google Scholar 

  3. 3.

    Sheldon RA, Kochi JK (1981) Metal-Catalyzed Oxidation of Organic Compounds, Academic Press: New York

    Google Scholar 

  4. 4.

    Kitajima N, Moro-Oka Y (1994) Chem Rev 94:737

    Article  CAS  Google Scholar 

  5. 5.

    Striejewske WS, Conry RR (1998) Chem Commun 555

  6. 6.

    Scaltrito DV, Fry HC, Showalter BM, Thompson DW, Liang HC, Zhang CX, Kretzer RM, Kim E, Toscano JP, Karlin KD, Meyer GJ (2001) Inorg Chem 40:4514

    Article  CAS  Google Scholar 

  7. 7.

    Bren VA, Dubunosov AD, Minkin VI, Chernoivanov VA (1991) Russ Chem Rev 60:451

    Article  Google Scholar 

  8. 8.

    Fife DJ, Moore WM, Morse KW (1985) J Am Chem Soc 107:7077

    Article  CAS  Google Scholar 

  9. 9.

    Horvath O (1994) Coord Chem Rev 135:303

    Article  Google Scholar 

  10. 10.

    Kutal C (1990) Coord Chem Rev 213

    Article  CAS  Google Scholar 

  11. 11.

    Delpaggio AA, McMillin DR (1983) Inorg Chem 22:691

    Article  CAS  Google Scholar 

  12. 12.

    Rosi M, Sgamellotti A, Franceschi F, Floriani C (1999) Inorg Chem 38:1520

    Article  CAS  Google Scholar 

  13. 13.

    Dietrich-Buchecker CO, Sauvage J-P (1987) Chem Rev 87:795

    Article  CAS  Google Scholar 

  14. 14.

    Constable EC (1994) Prog Inorg Chem 42:67

    Article  CAS  Google Scholar 

  15. 15.

    Jø rgensen T, Becher J, Chambron J-C, Sauvage J-P (1994) Tetrahedron Lett 35:4339

    Article  Google Scholar 

  16. 16.

    Kersting B, Meyer M, Powers RE, Raymond KN (1996) J Am Chem Soc 118:7221

    Article  CAS  Google Scholar 

  17. 17.

    Barron PF, Engelhardt LM, Healy PC, Kildea JD, White AH (1988) Inorg Chem 27:1829

    Article  CAS  Google Scholar 

  18. 18.

    Jin Q-H, Xin X-L, Zhu F-J (1999) Acta Crystallogr, Sect C (Cr Str Comm) 55:9900107

    Google Scholar 

  19. 19.

    Meghdadi S, Schenk KJ, Amirnasr M, Dehghanpour S (2002) Helv Chim Acta 85:2807

    Article  CAS  Google Scholar 

  20. 20.

    Dance I, Scudder M (2000) J Chem Soc Dalton Trans 1579

  21. 21.

    Dance I, Scudder M (2000) J Chem Soc Dalton Trans 1587

  22. 22.

    Perrin DD, Armarego WL, Perrin DR (1990) Purification of Laboratory Chemicals, 2nd Ed Pergamon: New York, Chapter 3, p 63

    Google Scholar 

  23. 23.

    Davis PH, Belford RL, Paul IC (1973) Inorg Chem 12:213

    Article  CAS  Google Scholar 

  24. 24.

    Goher MAS, Mautner FA (1999) Polyhedron 18:1805

    Article  CAS  Google Scholar 

  25. 25.

    SMART and SAINT: (1995) Area Detector Control and Integration Software (Siemens Analytical X-ray Instruments Inc, Madison, USA)

  26. 26.

    Sheldrick GM (1996) SADABS: Program for Empirical Absorption Correction of Area Detectors, University of Göttingen: Germany

    Google Scholar 

  27. 27.

    SHELXTL (Version 5.10) (1997) (Bruker AXS Inc, Madison, Wisconsin, USA

  28. 28.

    Engelhardt LM, Pakawatchai C, White AH, Healy PC (1985) J Chem Soc Dalton Trans 125

  29. 29.

    Jin QH, Xin XL, Dong CJ, Zhu HJ (1998) Acta Crystallogr C54:1087

    CAS  Google Scholar 

  30. 30.

    Brookhart M, Green MLH, Wong LL (1988) Prog Inog Chem 36:1

    Article  CAS  Google Scholar 

  31. 31.

    Crabtree RH (1993) Angew Chem Int Ed Engl 32:789

    Article  Google Scholar 

  32. 32.

    Braga D, Grepioni F, Desiraju GR (1998) Chem Rev 1375

    Article  CAS  Google Scholar 

  33. 33.

    Braga D, Grepioni F, Tedesco E, Biradha K, Desiraju GR (1997) Organometallics 16:1846

    Article  CAS  Google Scholar 

  34. 34.

    Desiraju GR, Steiner T (1999) The Weak Hydrogen Bonds in Structural Chemistry and Biology, Oxford University Press: New York

    Google Scholar 

  35. 35.

    Amirnasr M, Mahmoudkhani AH, Gorji A, Dehghanpour S, Bijanzadeh HR (2002) Polyhedron 21:2733

    Article  CAS  Google Scholar 

  36. 36.

    Goher MAS, Al-Salem NA, Mak TCW (2000) Polyhedron 19:1465

    Article  CAS  Google Scholar 

  37. 37.

    Nakamoto K (1992) Infrared and Raman Spectra of Inorganic and Coordination Complexes, 4th Ed, John Wiley & Sons: USA

    Google Scholar 

  38. 38.

    Kuang SM, Zhang ZZ, Wang QG, Mak TCW (1997) J Chem Soc Dalton Trans 4477

  39. 39.

    Del Paggio AA, McMillin DR (1983) Inorg Chem 22:691

    Article  CAS  Google Scholar 

  40. 40.

    Marchetti F, Pettinari C, Pettinari R, Cingolani A, Camali M, Spagna R (2000) Inorg Chim Acta 299:65

    Article  CAS  Google Scholar 

  41. 41.

    Rader RA, McMillin DR, Thomas MT, Matthews G, Casadonte DJ, Lengen RK, Whittaker B, Darmon LM, Lytle FE (1981) J Am Chem Soc 103:5906

    Article  CAS  Google Scholar 

Download references


The authors wish to thank the Division of Inorganic Chemistry, Department of Chemistry, Göteborg University for providing X-ray structure determination facilities. M.A. and S. D. would like to acknowledge the Isfahan University of Technology and Alzahra University Research Council for partial support of this work through Grant 1CHH 811.

Author information



Corresponding author

Correspondence to Mehdi Amirnasr.

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Dehghanpour, S., Mahmoudkhani, A.H. & Amirnasr, M. Synthesis and characterization of [Cu(Phca2en)(PPh3)X] (X=Cl, Br, I, NCS, N3) complexes: crystal structures of [Cu(Phca2en)(PPh3)Br] and [Cu(Phca2en)(PPh3)I]. Struct Chem 17, 255–262 (2006).

Download citation


  • Copper(I) complexes
  • β-phenylcinnamaldehyde Schiff base
  • Crystal structure
  • Multiple phenyl embraces