Abstract
A new star host, hexakis (carboxylphenyl-2-thiolmethyl)benzene (1H6), has been synthesized by a simple one-step condensation procedure with the high yield. Crystal structure of the DMSO adduct 1H6·6DMSO (2) reveals it to be rhombohedral crystal system, space group R-3, with a = b = 2.4129(2), c = 1.1576(3) nm, α= β = 90°, γ= 120°, ∨= 5.837(2) nm3, Z = 3. The six arms of side benzoic acid rings and the H-bonded DMSO molecules are located alternatively above and below the central benzene plane with “1,3,5-up/2,4,6-down” conformation. Terbium complex (Tb21)2Py·9H2O (3) was prepared in hot pyridine, which shows bright characterized Tb(III) emission with a longer lifetime and higher luminescent intensity than that of the corresponding terbium benzoate in solid state. These observations suggest that host 1 is a good antenna for sensitizing TbIII emission.
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References
Vögtle, F., Weber, E., Octopus molecules, Angew. Chem. Int. Ed. Engl., 1974, 13: 814–816.
Hardy, A. D. U., MacNicol, D. D., Wilson, D. R., A new approach for the design of inclusion compounds, J. Chem. Soc. PerkinTrans. 2, 1979: 1011–1019.
Bourne, S. A., Nash, K. L. G., Toda, F., Inclusion compounds with a sexipedal host, Crystal structures and thermal analysis of inclusion compounds of hexakis(3-hydroxy-3,3-diphenylprop-2-ynyl)benzene with methyl ethyl ketone, diethyl ketone and dientyl ether, J. Chem. Soc. Perkin Trans. 2, 1996: 2145–2149.
Foces-Foces, C., Llamas-Saiz, A. L., Claramunt, R. M. et al., Aromatic propellenes, Part 1. NMR spectroscopy, X-ray crystal and molecular structure of hexa(3,5-dimethypyrazol-1-yl)benzene, J. Chem. Soc. Perkin Trans. 2, 1995: 1359- 1363.
Christensen, C. A., Bryce, M. R., Batsanov, A. S. et al., A novel hexakis(tetrathiafulvalene) derivative: synthesis, structure and electrochemical properties, Chem. Commun., 2000: 331–332.
Weiss, R., Pomerehn, B., Hampel, F., First-ever per(onio) substitution of benzene: the role of the counterion, Angew. Chem. Int. Ed. Engl., 1995, 34: 1319–1321.
Lambert, C., Nöll, G., Optically and thermally induced electron transfer pathways in hexakis[4-(N,N-di-arylamino) phenyl]benzene derivatives, Chem. Eur. J., 2002, 8: 3467–3477.
Yang, C., Chen, X. M., Yang, Y. S., First metal-encapsulating star polysulfoxide incorporating 2-amino-1,3,4-thiadiazole, Chem. Commun., 1997: 2041–2042.
Kobayashi, K., Shirasaka, T., Sato, A. et al., Self-assembly of a radially functionalized hexagonal molecule: hexakis(4-hydroxyphenyl)benzene, Angew. Chem. Int. Ed., 1999, 38: 3483–3486.
Kobayashi, K., Shirasaka, T., Horn, E. et al., Two-dimensional hexagonal hydrogen-bonded network with triangle-like large cavites: hexakis(4-carboxyphenyl)benzene, Tetra. Lett., 2000, 41: 89–93.
Elwahy, A. H. M., A new approach for the design of novel hexa-host molecules, Tetra. Lett., 2001, 42: 5123–5126.
Hoskins, B. F., Robson, R., Slizys, D. A., A hexaimidazole ligand binding six octahedral metal ions to give an infinite 3D a-Po-like network through which two independent 2D hydrogen-bonded networks interweave, Angew. Chem. Int. Ed. Engl., 1997, 36: 2752–2755.
Dijkstra, H. P., Steenwinkel, P., Grove, D. M. et al., Design of novel hexametallic cartwheel molecules from persubstituted benzene compounds, Angew. Chem. Int. Ed., 1999, 38: 2185–2188.
Yip, H. K., Schier, A., Riede, J. et al., A hexanuclear gold wheel, J. Chem. Soc., Dalton Trans., 1994: 2333.
Sheldrich, G. M., SHELXL-93, Program for Crystal Structure Refinement, University of Göttingen, 1993.
Yang, C., Yang, Y. -S., Design and applications of luminescent supramolecular lanthanide complexes, in Chemistry Today (ed. The Editorial Office of College Chemistry), Beijing: Peking University Press, 1995, 94–98.
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Yang, C., Wing-Tak, W., Chen, X. et al. Star hexacarboxylate: Synthesis, crystal structure and luminescent properties of its terbium complex. Sc. China Ser. B-Chem. 46, 558–566 (2003). https://doi.org/10.1360/03yb0050
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DOI: https://doi.org/10.1360/03yb0050