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.
Similar content being viewed by others
References
Reddy L, Sreenivas B, Balakrishna R, Nangia A (2005) Cryst Eng Comm 7:206
Lamm MH, Chen T, Glotzer SC (2003) Nano Lett 3:989
GR Desiraju (1991) Acc Chem Res 24:290
Viswamitra MA, Radhakrishnan R, Bandekar J, Desiraju GR (1993) J Am Chem Soc 115:4868
Allen FH, Howard JAK, Hoy VJ, Desiraju GR, Reddy DS, Wilson CC (1996) J Am Chem Soc 118:4081
Desiraju GR, Steiner T (1999) The weak hydrogen bond in structural chemistry and biology. Oxford University Press, Oxford
Umezawa Y, Tsuboyama S, Honda K, Uzawa J, Nishio M (1998) Bull Chem Soc Jpn 71:1207
Mehta A, Srivastava SK, Gupta JB (Patent No. WO 2004056810)
Birnberg NC, Weng Q, Liu H, Avruch J, Kyriakis J (Patent No. WO 2004044219)
Chibale K, Visser M, von Schalkwyk D, Smith PJ, Saravanamuthu A, Fairlamb AH (2003) Tetrahedron 59:2289
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
Vieira E, Huwyler J, Jolidon S, Knoflach F, Mutel V, Wichmann (2005) J Bioorganic & Med Chem 15:4628
Yang Y, Escobedo JO, Wong A, Schowalter CM, Touchy MC, Jiao L, Crowe WE, Fronczek RJ (2005) Org Chem 70:6907
Saki N, Dinc TE, Akkaya U (2006) Tetrahedron 62:2721
Iwasa S, Ishima Y, Widagdo HS, Aoki K, Nishiyama H (2004) Tetrahedron Lett 45:2121
Jacobs A, Nassimbeni LR, Su H, Taljaard B (2005) Org Biomol Chem 3:1319
Kavala V, Murru S, Das G, Patel BK (submitted)
SMART, SAINT and XPREP (1995) Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA
Sheldrick GM (1999–2003) SADABS: Empirical Absorption and Correction Software University of Gottingen, Institut fur Anorganische Chemieder Universitat, Tammanstrasse 4, D-3400 Gottingen, Germany
Sheldrick GM (1997) SHELXS-97, University of Gottingen, Germany
Burnett, MN, Johnson CK (1996) ORTEP-III: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895
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.
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
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
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10870-007-9201-1