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Self-Assembled Superstructure of Xanthene Derivatives

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Abstract

Various multi carbon homologations of 9-phenyl-9H-xanthen-9-ol (1) were obtained through a C-C bond formation by reacting it with various enolisable ketones in the presence of 1,1′-(ethane-1,2-diyl)dipyridinium bistribromide (EDPBT). All the ten derivatives along with the starting xanthen-9-ol have been characterized by single crystal X-ray diffraction. They all form self-assembled superstructure in the solid state. The self-assembling patterns in these supramolecular architectures were explained based on steric and electronic nature of the pendant arm.

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References

  1. Reddy L, Sreenivas B, Balakrishna R, Nangia A (2005) Cryst Eng Comm 7:206

    Google Scholar 

  2. Lamm MH, Chen T, Glotzer SC (2003) Nano Lett 3:989

    Article  CAS  Google Scholar 

  3. GR Desiraju (1991) Acc Chem Res 24:290

    Article  CAS  Google Scholar 

  4. Viswamitra MA, Radhakrishnan R, Bandekar J, Desiraju GR (1993) J Am Chem Soc 115:4868

    Article  CAS  Google Scholar 

  5. Allen FH, Howard JAK, Hoy VJ, Desiraju GR, Reddy DS, Wilson CC (1996) J Am Chem Soc 118:4081

    Article  CAS  Google Scholar 

  6. Desiraju GR, Steiner T (1999) The weak hydrogen bond in structural chemistry and biology. Oxford University Press, Oxford

    Google Scholar 

  7. Umezawa Y, Tsuboyama S, Honda K, Uzawa J, Nishio M (1998) Bull Chem Soc Jpn 71:1207

    Article  CAS  Google Scholar 

  8. Mehta A, Srivastava SK, Gupta JB (Patent No. WO 2004056810)

  9. Birnberg NC, Weng Q, Liu H, Avruch J, Kyriakis J (Patent No. WO 2004044219)

  10. Chibale K, Visser M, von Schalkwyk D, Smith PJ, Saravanamuthu A, Fairlamb AH (2003) Tetrahedron 59:2289

    Article  CAS  Google Scholar 

  11. Chatterjee S, Iqbal M, Kauer JC, .Mallamo JP, Senadhi S, Mallya S, Bozyczko-Coyne D, Siman R (1996) Bioorg and Med Chem Lett 6:1619

    Article  CAS  Google Scholar 

  12. Vieira E, Huwyler J, Jolidon S, Knoflach F, Mutel V, Wichmann (2005) J Bioorganic & Med Chem 15:4628

    Article  CAS  Google Scholar 

  13. Yang Y, Escobedo JO, Wong A, Schowalter CM, Touchy MC, Jiao L, Crowe WE, Fronczek RJ (2005) Org Chem 70:6907

    Article  CAS  Google Scholar 

  14. Saki N, Dinc TE, Akkaya U (2006) Tetrahedron 62:2721

    Article  CAS  Google Scholar 

  15. Iwasa S, Ishima Y, Widagdo HS, Aoki K, Nishiyama H (2004) Tetrahedron Lett 45:2121

    Article  CAS  Google Scholar 

  16. Jacobs A, Nassimbeni LR, Su H, Taljaard B (2005) Org Biomol Chem 3:1319

    Article  CAS  Google Scholar 

  17. Kavala V, Murru S, Das G, Patel BK (submitted)

  18. SMART, SAINT and XPREP (1995) Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA

  19. Sheldrick GM (1999–2003) SADABS: Empirical Absorption and Correction Software University of Gottingen, Institut fur Anorganische Chemieder Universitat, Tammanstrasse 4, D-3400 Gottingen, Germany

  20. Sheldrick GM (1997) SHELXS-97, University of Gottingen, Germany

  21. Burnett, MN, Johnson CK (1996) ORTEP-III: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895

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Acknowledgement

GD wishes to thanks CSIR for grant (Grant no. 01(1948)/04/EMR-II). B. K. P and acknowledge the support of this research from DST (SR/S1/OC-15/2006) and CSIR (01/1946/04/EMR-II), New Delhi. S. M and V. K acknowledges the financial support to the institute. Thanks are due to CIF IIT Guwahati for NMR spectra, DST FIST for XRD facility.

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Correspondence to Gopal Das.

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Kavala, V., Murru, S., Patel, B.K. et al. Self-Assembled Superstructure of Xanthene Derivatives. J Chem Crystallogr 37, 527–535 (2007). https://doi.org/10.1007/s10870-007-9201-1

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  • DOI: https://doi.org/10.1007/s10870-007-9201-1

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