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Solution and Solid-State Structure of cis-Dichloro-(N,N′-dimethylethylenediamine)platinum(II)

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Abstract

The chiral coordination compound cis-dichloro-(N,N′-dimethylethylenediamine) platinum(II) (Pt(dmen)Cl2) has been synthesized and characterized by NMR and X-ray crystallography. NMR studies in d 6 -DMSO solution reveal distinct resonances are observed for the equatorial and axial methylene protons leading to the conclusion that Pt(dmen)Cl2 is found as one stereoisomer and one conformer of the five-membered ring formed by the Pt2+ and dmen ligand. In D2O NMR evidence also suggests one stereoisomer and one conformer dominates in aqueous solution. Crystallographic studies indicate the presence of the R,R′/S,S′ stereoisomer with a λ conformation of the Pt2+-dmen five-membered ring. This implies that the stereoisomer and conformer observed in d 6 -DMSO and D2O solution are likely the same. The crystal structure of Pt(dmen)Cl2 has the unusual feature of homochiral one-dimensional stacks of R,R′-Pt(dmen)Cl2 and S,S′-Pt(dmen)Cl2. Structure of Pt(dmen)Cl2: monoclinic, P 21/c, a = 7.491(2) Å, b = 16.356(4) Å, c = 14.503(3) Å, β = 103.636(8)°, V = 1726.8(7) Å3, Z = 8, GOF = 1.121, R 1 = 0.0514, wR 2 = 0.1298.

Graphical Abstract

cis-Dichloro-(N,N′-dimethylethylenediamine)platinum(II) forms a racemic mixture of the S,S′ and R,R′ enantiomers in solution as well as in the solid state where the crystalline packing is characterized by homochiral stacks.

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References

  1. Fanizzi FP, Maresca L, Natile G, Lanfranchi M, Manottilanfredi AM, Tiripicchio A (1988) Inorg Chem 27:2422–2431 (CSD-GECGIE, GECGOK, GECGUQ)

    Article  CAS  Google Scholar 

  2. Rochon FD, Morneau A (1991) Magn Reson Chem 29:120–126

    Article  CAS  Google Scholar 

  3. Buckingham DA, Marzilli LG, Sargeson AM (1969) J Am Chem Soc 91:5227–5232

    Article  CAS  Google Scholar 

  4. Davies MS, Fenton RR, Huq F, Ling ECH, Hambley TW (2000) Aust J Chem 53:451–456

    Article  CAS  Google Scholar 

  5. Ling ECH, Allen GW, Hambley TW (1994) J Am Chem Soc 116:2673–2674

    Article  CAS  Google Scholar 

  6. Munk VP, Fenton RR, Hambley TW (1999) Polyhedron 18:1039–1043

    Article  CAS  Google Scholar 

  7. Rezler EM, Fenton RR, Esdale WJ, McKeage MJ, Russell PJ, Hambley TW (1997) J Med Chem 40:3508–3515

    Article  CAS  Google Scholar 

  8. Teo CL, Fenton RR, Turner P, Hambley TW (1998) Aust J Chem 51:977–984

    Article  CAS  Google Scholar 

  9. House DA (1987) Ammonia and amines. In: Wilkinson G (ed) Comprehensive coordination chemistry, vol 2. Pergamon Press, Oxford, pp 30–43

    Google Scholar 

  10. Pregosin PS (ed) (1991) Transition metal nuclear magnetic resonance. Elsevier, New York, p 251 (and references cited therein)

    Google Scholar 

  11. Arendse MJ, Anderson GK, Majola RN, Rath NP (2002) Inorg Chim Acta 340:65–69

    Article  CAS  Google Scholar 

  12. Arendse MJ, Anderson GK, Rath NP (1999) Inorg Chem 38:5864–5869

    Article  CAS  Google Scholar 

  13. Choquesillo-Lazarte D, Garcia-Ruiz JM (2011) J Appl Crystallogr 44:172–176

    Article  CAS  Google Scholar 

  14. Morosin B, Fallon P, Valentine JS (1975) Acta Crystallogr B 31:2220–2223

    Article  Google Scholar 

  15. Sarma M, Mondal B (2012) Dalton Trans 41:2927–2934

    Article  CAS  Google Scholar 

  16. Schnitzler S, Serb MD, Englert U (2012) Acta Crystallogr C 68:M251–M254

    Article  CAS  Google Scholar 

  17. Rigaku Americas and Rigaku (2011) CrystalClear. Rigaku Americas, The Woodlands, TX

    Google Scholar 

  18. Sheldrick GM (2008) Acta Crystallogr A64:112–122

    Google Scholar 

  19. Kerrison SJS, Sadler PJ (1985) Inorg Chim Acta 104:197–201

    Article  CAS  Google Scholar 

  20. Hambley TW, Hawkins CJ, Martin J, Palmer JA, Snow MR (1981) Aust J Chem 34:2505–2523

    Article  CAS  Google Scholar 

  21. Bondi A (1964) J Phys Chem 68:441–452

    Article  CAS  Google Scholar 

  22. Allen FH (2002) Acta Cryst B58:380–388

    Article  CAS  Google Scholar 

  23. Mullaney M, Chang SC, Norman RE (1997) Inorg Chim Acta 265:275–278 (CSD-NUKJEI)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are thankful for the support of the Carleton College Chemistry Department and the Howard Hughes Medical Institute. The authors also acknowledge the National Science Foundation Major Research Instrumentation Award #1125975 “MRI Consortium: Acquisition of a Single Crystal X-ray Diffractometer for a Regional PUI Molecular Structure Facility” for funding the acquisition of the Rigaku XtaLAB mini X-ray diffractometer used for data collection. D.E.J. acknowledges support by the Endowed Chair in the Sciences, School of Humanities, Arts, and Sciences, St. Catherine University.

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Authors and Affiliations

  1. Department of Chemistry, Carleton College, Northfield, MN, 55057, USA

    Elijah Mae Christensen, SaeRam Oh, Devin Oliver & Steven M. Drew

  2. Department of Chemistry and Biochemistry, St. Catherine University, St. Paul, MN, 55105, USA

    Daron E. Janzen

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  1. Elijah Mae Christensen
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  2. SaeRam Oh
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Correspondence to Steven M. Drew.

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Christensen, E.M., Oh, S., Oliver, D. et al. Solution and Solid-State Structure of cis-Dichloro-(N,N′-dimethylethylenediamine)platinum(II). J Chem Crystallogr 44, 236–242 (2014). https://doi.org/10.1007/s10870-014-0506-6

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