Skip to main content
SpringerLink
Log in

Synthesis and Crystal Structure of 1,7-Bis(4-methoxyphenyl)-4-(1,3-dithiolan-2-ylidene)-1,6-heptadiene-3,5-dione

  • ORIGINAL PAPER
  • Published:
Journal of Chemical Crystallography Aims and scope Submit manuscript

Abstract

The synthesis and crystal structure of 1,7-bis(4-methoxyphenyl)-4-(1,3-dithiolan-2-ylidene)-1,6-heptadiene-3,5-dione is described. This compound crystallizes in the space group P21 with unit cell parameters a = 14.207 Å, b = 7.752(1) Å, c = 19.473(1) Å, β = 91.00(3)°, with two molecules in the asymmetric unit. The ketenedithioacetal functionality present between the carbonyl groups prevents the possibility of keto-enol tautomerization in this compound. The cinnamoyl groups are organized parallel to each other due to the push–pull nature of the ketenedithioacetal functionality.

Graphical Abstract

The details regarding the synthesis and crystal structure of the title compound are reported in this paper.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. Kohli K, Ali J, Ansari MJ, Raheman Z (2005) Ind J Pharmacol 37:141

    Article  CAS  Google Scholar 

  2. Sharma OP (1976) Biochem Pharmacol 25:1811

    Article  CAS  Google Scholar 

  3. Joe B, Lokesh BR (1994) Biochim Biophys Acta 1224:255

    Article  CAS  Google Scholar 

  4. Chen HW, Huang HC (1998) Br J Pharmacol 124:1029

    Article  CAS  Google Scholar 

  5. Shukla Y, Arora A, Taneja P (2002) Mutat Res 515:197

    CAS  Google Scholar 

  6. Srivastava R, Dikshit M, Srimal RC, Dhawan BN (1985) Thromb Res 40:413

    Article  CAS  Google Scholar 

  7. Lutomski J, Kedzia B, Debska W (1974) Planta Med 26:9

    Article  CAS  Google Scholar 

  8. Ramsewek RS, Dewitt DL, Nair MG (2000) Phytomedicine 7:303

    Google Scholar 

  9. Anto RJ, Dineshbabu KV, Rajasekharan KN, Kuttan R (1995) Cancer Lett 94:74

    Google Scholar 

  10. Kunchandy E, Rao MNA (1990) Int J Pharm 58:237

    Article  CAS  Google Scholar 

  11. John VD, Krishnankutty K (2005) Trans Met Chem 30:229

    Article  Google Scholar 

  12. Anto RJ, George J, Dineshbabu KV, Rajasekharan KN, Kuttan R (1996) Mutat Res 370:127

    Article  CAS  Google Scholar 

  13. Nagabushan M, Bhide SV (1992) J Am Cell Nutr 11:192

    Google Scholar 

  14. John VD, Krishnankutty K (2006) Appl Organomet Chem 20:477

    Article  CAS  Google Scholar 

  15. Tonnesen HH, Karlsen J, Mostad A (1982) Acta Chem Scand B36:475

    Article  Google Scholar 

  16. Tonnesen HH, Karlsen J, Mostad A, Pedersen U, Rasmussen PB, Lawesson SO (1983) Acta Chem Scand 37:179

    Article  Google Scholar 

  17. Mostad A, Pedersen U, Rasmussen PB, Lawesson SO (1983) Acta Chem Scand 37:901

    Article  Google Scholar 

  18. Gorbitz CH, Mostad A, Pedersen U, Rasmussen PB, Lawesson SO (1986) Acta Chem Scand 40:420

    Article  Google Scholar 

  19. Gorbitz CH, Mostad A (1993) Acta Chem Scand 47:509

    Article  CAS  Google Scholar 

  20. Döhring A, Goddard R, Jolly PW, Krüger C, Polyakov VR (1997) Inorg Chem 36:177

    Article  Google Scholar 

  21. Chen B, Fronczik FR (2004) Acta Crystallogr C60:M147

    CAS  Google Scholar 

  22. Bubbly SG, Gudennavar SB, Verghese B, Viswam D, Sudarsanakumar C (2007) Anal Sci 23:x221

    CAS  Google Scholar 

  23. Mostad A, Pedersen U, Rasmussen PB, Lawesson SO (1984) Acta Chem Scand B38:479

    Article  CAS  Google Scholar 

  24. Hollander FJ, Templeton DH, Zalken A (1973) Acta Crystallogr B29:1552

    Google Scholar 

  25. Williams DE, Dumke WL, Rundle RE (1962) Acta Crystallogr 15:627

    Article  CAS  Google Scholar 

  26. Williams DE (1966) Acta Crystallogr 21:340

    Article  CAS  Google Scholar 

  27. Bubbly KJ, Verghese B, Sudarsanakumar C, Deepa S, Dhanya V, Prakash C, Asokan CV (2002) J Chem Soc Chem Commun 7:736

    Google Scholar 

  28. Sheldrick GM (1997) SHELX-97. University of Gottingen, Germany

  29. North ACT, Phillips DC, Mathews FS (1968) Acta Crystallogr A24:351

    Google Scholar 

  30. Karlsen J, Mostad A, Tonnesen HH (1988) Acta Chem Scand B42:23

    Article  CAS  Google Scholar 

  31. Deepak C, Mohan TP, Rao KS, Guru Row TN (2005) Acta Crystallogr E61:o3

    Google Scholar 

  32. Bubbly SG, Gudennavar SB, Verghese B, Dhanya V, Sudarsanakumar C (2008) J Chem Crystallogr 38:641

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are indebted to (the late) Dr. C. V. Asokan, School of Chemical Sciences, Mahatma Gandhi University, Kottayam, Kerala, for all the help received, especially in the synthesis of this compound.

Author information

Authors and Affiliations

  1. Department of Physics, Christ University, Hosur Road, Bangalore, 560 029, Karnataka, India

    S. G. Bubbly & S. B. Gudennavar

  2. Department of Chemistry, Sree Narayana College, Cherthala, 688 524, Kerala, India

    D. Viswam

  3. School of Pure and Applied Physics, Mahatma Gandhi University, Kottayam, 686 560, Kerala, India

    C. Sudarsanakumar

Authors
  1. S. G. Bubbly
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. B. Gudennavar
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. D. Viswam
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. C. Sudarsanakumar
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to S. G. Bubbly.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bubbly, S.G., Gudennavar, S.B., Viswam, D. et al. Synthesis and Crystal Structure of 1,7-Bis(4-methoxyphenyl)-4-(1,3-dithiolan-2-ylidene)-1,6-heptadiene-3,5-dione. J Chem Crystallogr 41, 175–179 (2011). https://doi.org/10.1007/s10870-010-9859-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-010-9859-7

Keywords

Search

Navigation