An unprecedented 3D coordination network composed of two intersecting helices

Abstract

A hydro(solvo)thermal reaction between Zn(ClO₄)₂·6H₂O and Z-3-(4-cyanostyryl)pyridine affords an unprecedented chiral 3D coordination polymer Zn{Z-[4-2-(3-pyridyl)ethenyl]benzoate}₂·0.5H₂O with two intersecting six-fold helices, which shows a modest SHG activity owing to the essentially non-conjugate nature of the bridging ligand.

References

1. (a) W. Lin, O. R. Evans, R.-G. Xiong, Z. Wang and G. K. Wong, Angew. Chem., Int. Ed., 1999, 38, 536; (b) W. Lin, O. R. Evans, R.-G. Xiong and Z. Wang, J. Am. Chem. Soc., 1998, 120, 13 272; (c) C. Janiak, T. G. Scharmann, P. Albrecht, F. Marlow and R. Macdonald, J. Am. Chem. Soc., 1996, 118, 6307; (d) H. Zhang, X. Wang and B. K. Teo, J. Am. Chem. Soc., 1996, 118, 11 813.
2. D. A. Evans, K. A. Woerpel and M. J. Scott, Angew. Chem., Int. Ed. Engl., 1992, 31, 430; H. Yamamoto, N. Murase and K. Maruoka, J. Org. Chem., 1993, 58, 2938.
3. M. J. Zaworotko, Chem. Soc. Rev., 1994, 283; C. Janiak, Angew. Chem., Int. Ed. Engl., 1997, 36, 1431; O. M. Yaghi, H. Li, C. Davis, D. Richardson and T. L. Groy, Acc. Chem. Res., 1998, 31, 474; S. R. Batten and R. Robson, Angew. Chem., Int. Ed., 1998, 37, 1461.
4. H. Lodich, D. Baltimore, A. Berk, S. L. Zipursky, P. Matsudaira and J. Darnell, Molecular Cell Biology, Scientific American Books, New York, 5th edn., 1995.
5. Z-3-(4-cyanostyryl)pyridine was prepared in 27% yield by a room-temperature Wittig reaction between (4-cyanobenzyl)triphenylphosphonium bromide and 3-pyridinecarboxaldehyde with NaOH as the base in dichloromethane. The product was purified by silica gel column chromatography [hexane–ethyl acetate (1∶1)].
6. The slow hydrolysis of a cyanopyridine precursor to the desired pyridinecarboxylate ligand has been shown to be the key for the construction of polymeric coordination networks.^1b Also see: O. R. Evans, Z. Wang, R.-G. Xiong, B. M. Foxman and W. Lin, Inorg. Chem., 1999, 38, 2969.
7. R. C. Mehrotra and R. Bohra, Metal Carboxylates, Academic Press, New York, 1983.
8. Thermogravimetric analyses indicated a 1.7% weight loss in the range 130–240 °C for 1(1.7% expected for the loss of one half of water molecule per formula unit).
9. The solvated water molecule (O9) is ca. 3.5 Å away from both O1 and O3.
10. J.-M. Lehn, A. Rigault, J. Siegel, J. Harrowfield, B. Chevrier and D. Moras, Proc. Natl. Acad. Sci. USA, 1987, 84, 2565; J.-M. Lehn and A. Rigault, Angew Chem., Int. Ed. Engl., 1988, 27, 1095; U. Koert, M. M. Harding and J.-M. Lehn, Nature (London), 1990, 346, 339.
11. M. W. Hosseini, C. Kaes, C. E. F. Rickard, B. W. Skelton and A. H. White, Angew. Chem., Int. Ed., 1998, 37, 920; M. J. Zaworotko, C. Seward and K. Biradha, Angew. Chem., Int. Ed., 1999, 38, 492; G. Ciani, L. Carlucci, D. W. Gudenberg and D. M. Proserpio, Inorg. Chem., 1997, 36, 3812; L. Carlucci, G. Ciani, D. M. Proserpio and A. Sironi, Inorg. Chem., 1998, 37, 5941; R. W. Saalfrank, M. Decker, F. Hampel, K. Peters and H. G. Schnering, Chem. Ber., 1997, 130, 1309; X.-T. Wu, B. Wu, W.-J. Zhang, S.-Y. Yu and X.-T. Wu, J. Chem. Soc., Dalton Trans., 1997, 1795.
12. R. C. Haushalter, J. Zubieta, V. Soghomonian, Q. Chen and C. J. O'Connor, Science, 1993, 259, 1596; R. Robson, B. F. Hoskins and S. R. Batten, Angew. Chem., Int. Ed. Engl., 1997, 36, 636; M. R. Sundberg, R. Kivekas and J. K. Koskimies, J. Chem. Soc., Chem. Commun., 1991, 526; R. Robson, B. F. Hoskins, H. Hamit, S. R. Batten and B. F. Abrahams, Chem. Commun., 1996, 1313; M. Munakata, L. P. Wu, T. Kuroda-Sowa, M. Maekawa, K. Moriwaki and S. Kitagawa, Inorg. Chem., 1997, 36, 5416.
13. S. K. Kurtz, J. Appl. Phys., 1968, 39, 3798.