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Synthesis and Crystal Structure of 3-[(Naphthalen-2-yl)methyl]Isocoumarin

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Abstract

3-[(Naphthalen-2-yl) methyl]isocoumarin was synthesized by the reaction of homophthalic acid with 2-(naphthalen-2-yl)acetyl chloride at elevated temperature and its crystal structure has been determined (C20H14O2), Mr = 286.31, a = 13.704(3), b = 7.356(4), c = 7.042(7) Å, β = 99.21(3)°, space group Pc, Z = 2, and V = 700.7(8) Å3. The isocoumarin and the naphthalene ring systems are individually planar and the dihedral angle between the mean planes of these two ring systems is 70.05(8)°.

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Synthesis and crystal structure of 3-[(Naphthalen-2-yl)methyl]isocoumarin

Aamer Saeed, Junmei Liang, Masood Parvez

The synthesis and crystal structure of a novel isocoumarin, 3-[(naphthalen-2-yl)methyl]isocoumarin has been presented.

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References

  1. Hill RA (1986) Prog Chem Nat Prod 49:1

    CAS  Google Scholar 

  2. Napolitano E (1997) Org Prep Proced Int 29:631

    CAS  Google Scholar 

  3. Mal D, Bandyopadhyay M, Ghorai SK, Datta K (2000) Tetrahedron Lett 41:3677

    Article  CAS  Google Scholar 

  4. Günes M, Speicher A (2003) Tetrahedron 59:8799

    Article  CAS  Google Scholar 

  5. Sava V, Reunova O, Velasquez A, Harbison R, Ramos JS (2006) Neuro Toxicol 27:82

    CAS  Google Scholar 

  6. Uchida K, Watanabe H, Kitahara T (1998) Tetrahedron 54:8975

    Article  CAS  Google Scholar 

  7. Kawai K, Shiojiri H, Nakamaru T, Nozawa Y, Sugie S, Mori H, Kato T, Ogihara Y (1985) Cell Biol Toxicol 1:1

    Article  CAS  Google Scholar 

  8. Saeed A (2004) J Heterocycl Chem 41:975

    Article  CAS  Google Scholar 

  9. Speranza G, Manitto P, Cassara P, Monti D (1993) Phytochemistry 33:175

    Article  CAS  Google Scholar 

  10. Saeed A (2004) Natural Prod Res 18:373

    Article  CAS  Google Scholar 

  11. Saeed A (2003) Helv Chim Acta 86:377

    Article  CAS  Google Scholar 

  12. Saeed A, Ehsan S (2005) J Braz Chem Soc 16:739

    Article  CAS  Google Scholar 

  13. Otwinowski Z, Minor W (1997) Meth Enzymol 276:307

    CAS  Google Scholar 

  14. Hooft R (1998) Collect. Nonius BV, Delft

  15. Altomare A, Cascarano M, Giacovazzo C, Guagliardi A (SIR92) J Appl Cryst 26:343

  16. Beurskens PT, Admiraal G, Beurskens G, Bosman WP, de Gelder R, Israel R, Smits JMM (1994) The DIRDIF-94 program system. Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands

  17. Sheldrick GM (1997) SHELXL97 program for the refinements of crystal structures. University of Göttingen, Germany

    Google Scholar 

  18. Johnson CK (1976) ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee

  19. Flack HD (1983) Acta Cryst A39:876

    CAS  Google Scholar 

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Acknowledgments

This work was supported by the Quaid-i-Azam University, Islamabad Research Fund (Project No: DFNS/2005-201.

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Authors and Affiliations

  1. Department of Chemistry, Quaid-I-Azam University, Islamabad, 45320, Pakistan

    Aamer Saeed

  2. Department of Chemistry, University of Calgary, 2500 University Drive, N.W. Calgary, Alberta, Canada, T2N 1N4

    Junmei Liang & Masood Parvez

Authors
  1. Aamer Saeed
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  2. Junmei Liang
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  3. Masood Parvez
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Correspondence to Masood Parvez.

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Saeed, A., Liang, J. & Parvez, M. Synthesis and Crystal Structure of 3-[(Naphthalen-2-yl)methyl]Isocoumarin. J Chem Crystallogr 38, 285–288 (2008). https://doi.org/10.1007/s10870-007-9297-3

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  • DOI: https://doi.org/10.1007/s10870-007-9297-3

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