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Crystal and molecular structure of the cycloaddition product between maleic anhydride, cyclopentadiene, and 1,2-bis(dibromomethyl)benzene as DMF solvate (1∶2)

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Abstract

Crystal structure determination reveals that the unknown cycloaddition product between maleic anhydride, cyclopentadiene, and 1,2-bis(dibromomethyl)benzene has a nona-cyclic centrosymmetric structure. The compound was studied as DMF solvate (1∶2). There is no significant intermolecular interaction between the title molecule and the DMF. Packing is in layers for both molecular species. A possible mechanism of formation of the title compound is discussed.

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References

  • Cava, M. P., Deana, A. A., and Muth, K. (1959)J. Am. Chem. Soc. 81, 6458.

    Google Scholar 

  • Charlton, J. L., and Alauddin, M. M. (1987)Tetrahedron 43, 2873.

    Google Scholar 

  • Desiraju, G. R. (1991)Acc. Chem. Res. 24, 290.

    Google Scholar 

  • Destro, R., Filippini, G., Gramaccioli, C. M., and Simonetta, M. (1969)Acta Crystallogr. B 25, 2465.

    Google Scholar 

  • Diels, O., and Alder, K. (1928)Liebigs Ann. Chem. 460, 98.

    Google Scholar 

  • Hundt, R. (1979)KPLOT Program for plotting and investigating crystal structures (Universität Bonn, Germany).

    Google Scholar 

  • Johnson, C. K. (1970)ORTEP Program for plotting crystal structures on a plotter (Oak Ridge National Laboratories, TN).

    Google Scholar 

  • Kerdesky, F. A. J., Ardecky, R. J., Lakshmikantham, M. V., and Cava, M. P. (1981)J. Am. Chem. Soc. 103, 1992.

    Google Scholar 

  • Kohnke, F. H., and Stoddart, J. F. (1992a)Pure Appl. Chem., in press.

  • Kohnke, F. H., Mathias, J. P., and Stoddart, J. F. (1992b)Top. Curr. Chem., in press.

  • Sheldrick, G. M. (1986)SHELX-86 Program for crystal structure solution (Universität Göttingen, Germany).

    Google Scholar 

  • Sheldrick, G. M. (1976)SHELX-76 Program for crystal structure determination (University of Cambridge, England).

    Google Scholar 

  • Stoddart, J. F. (1988)Chem. Br. 24, 1203.

    Google Scholar 

  • Watson, W. H. (ed.) (1983)Stereochemistry and reactivity of systems containing π-electrons (Verlag Chemie, Deerfield Beach, Florida).

    Google Scholar 

Download references

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Reutel, C., Weber, E., Henseler, U. et al. Crystal and molecular structure of the cycloaddition product between maleic anhydride, cyclopentadiene, and 1,2-bis(dibromomethyl)benzene as DMF solvate (1∶2). Journal of Crystallographic and Spectroscopic Research 23, 55–60 (1993). https://doi.org/10.1007/BF01161288

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  • DOI: https://doi.org/10.1007/BF01161288

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