Skip to main content
Log in

Tetratopic bis(4,2′:6′,4′′-terpyridine) and bis(3,2′:6′,3′′-terpyridine) Ligands as 4-Connecting Nodes in 2D-Coordination Networks and 3D-Frameworks

  • Published:
Journal of Inorganic and Organometallic Polymers and Materials Aims and scope Submit manuscript

Abstract

Ditopic, 4,2′:6′,4′′-terpyridine (4,2′:6′,4′′-tpy) and 3,2′:6′,3′′-terpyridine (3,2′:6′,3′′-tpy) present a divergent N,N′-donor set (the central N atom typically being non-coordinated) and are ideal building blocks for the assembly of coordination polymers and networks. The step from ditopic to tetratopic ligands which contain two interconnected 4,2′:6′,4′′-tpy or 3,2′:6′,3′′-tpy metal-binding domains renders the ligand capable of acting as a 4-connecting node and is a successful route to increasing the dimensionality of the assembly. In this short overview, we illustrate the recent development of the use of bis(4,2′:6′,4′′-tpy) and bis(3,2′:6′,3′′-tpy) ligands and compare strategies using either ditopic or tetratopic ligands.

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

Access this article

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

Instant access to the full article PDF.

Scheme 1
Scheme 2
Scheme 3
Fig. 1
Fig. 2
Scheme 4
Scheme 5
Scheme 6
Scheme 7
Scheme 8
Fig. 3
Scheme 9
Fig. 4
Fig. 5
Fig. 6
Scheme 10
Fig. 7
Fig. 8
Scheme 11
Fig. 9
Fig. 10
Scheme 12
Fig. 11
Fig. 12

Similar content being viewed by others

References

  1. E.C. Constable, C.E. Housecroft, Coord. Chem. Rev. (2017). doi.10.1016/j.ccr.2017.06.006

    Google Scholar 

  2. Z. Jiang, Y. Li, M. Wang, B. Song, K. Wang, M. Sun, D. Liu, X. Li, J. Yuan, M. Chen, Y. Guo, X. Yang, T. Zhang, C.N. Moorefield, G.R. Newkome, B. Xu, X. Li, P. Wang, Nat. Commun. 8, 15476 (2017)

    Article  CAS  Google Scholar 

  3. S. Chakraborty, W. Hong, K.J. Endres, T.-Z. Xie, L. Wojtas, C.N. Moorefield, C. Wesdemiotis, G.R. Newkome, J. Am. Chem. Soc. 139, 3012 (2017)

    Article  CAS  Google Scholar 

  4. D. Liu, Z. Jiang, M. Wang, X. Yang, H. Liu, M. Chen, C.N. Moorefield, G.R. Newkome, X. Li, P. Wang, Chem. Commun. 52, 9773 (2016)

    Article  CAS  Google Scholar 

  5. E.C. Constable, Coord. Chem. Rev. 252, 842 (2008)

    Article  CAS  Google Scholar 

  6. J.E. Beves, D.J. Bray, J.K. Clegg, E.C. Constable, C.E. Housecroft, K.A. Jolliffe, C.J. Kepert, L.F. Lindoy, M. Neuburger, D.J. Price, S. Schaffner, F. Schaper, Inorg. Chim. Acta 361, 2582 (2008)

    Article  CAS  Google Scholar 

  7. J.E. Beves, E.C. Constable, S. Decurtins, E.L. Dunphy, C.E. Housecroft, T.D. Keene, M. Neuburger, S. Schaffner, CrystEngComm 10, 986 (2008)

    Article  CAS  Google Scholar 

  8. J.E. Beves, E.C. Constable, C.E. Housecroft, C.J. Kepert, M. Neuburger, D.J. Price, S. Schaffner, J.A. Zampese, Dalton Trans. 6742 (2008)

  9. J. Yang, J.K. Clegg, Q. Jiang, X. Lui, H. Yan, W. Zhong, J.E. Beves, Dalton Trans. 42, 15625 (2013)

    Article  CAS  Google Scholar 

  10. J. Yang, M. Bhadbhade, W.A. Donald, H. Iranmanesh, E.G. Moore, H. Yan, J.E. Beves, Chem. Commun. 51, 4465 (2015)

    Article  CAS  Google Scholar 

  11. C. Shen, A.D.W. Kennedy, W.A. Donald, A.M. Torres, W.S. Price, J.E. Beves, Inorg. Chim. Acta 458, 122 (2017)

    Article  CAS  Google Scholar 

  12. H. Sepehrpour, M. Lal Saha, P.J. Stang, J. Am. Chem. Soc. 139, 2553 (2017)

    Article  CAS  Google Scholar 

  13. E.C. Constable, Adv. Inorg. Chem. 71 (2017)

  14. F. Kröhnke, Synthesis 1, 1–24 (1976)

    Google Scholar 

  15. J. Wang, G.S. Hanan, Synlett 8, 1251 (2005)

    Google Scholar 

  16. M. Barquín, J. Cancela, M.J. González Garmendia, J. Quintanilla, U. Amador, Polyhedron 17, 2373 (1998)

    Article  Google Scholar 

  17. C.E. Housecroft, Dalton Trans. 43, 6594 (2014)

    Article  CAS  Google Scholar 

  18. C.E. Housecroft, CrystEngComm 17, 7461 (2015)

    Article  CAS  Google Scholar 

  19. I.J. Bruno, J.C. Cole, P.R. Edgington, M. Kessler, C.F. Macrae, P. McCabe, J. Pearson, R. Taylor, Acta Cryst B58, 389 (2002)

    Article  CAS  Google Scholar 

  20. C.R. Groom, I.J. Bruno, M.P. Lightfoot, S.C. Ward, Acta Cryst. B72, 171 (2016)

    Google Scholar 

  21. Z. Yin, S. Zhang, S. Zheng, J.A. Golen, A.L. Rheingold, G. Zhang, Polyhedron 101, 139 (2015)

    Article  CAS  Google Scholar 

  22. J. Grafino, R. Gavino, E. Freire, R. Baggio, Acta Cryst. C68, m269 (2012)

    Google Scholar 

  23. J. Grafino, R. Gavino, E. Freire, R. Baggio, J. Mol. Struct. 1063, 102 (2014)

    Article  Google Scholar 

  24. L. Zhang, J.-D. Zheng, Y.-T. Chen, S.-R. Zheng, J. Fana, W.-G. Zhang, CrystEngComm, 17, 5538 (2015)

    Article  CAS  Google Scholar 

  25. Y.M. Klein, E.C. Constable, C.E. Housecroft, J.A. Zampese, A. Crochet, CrystEngComm 16, 9915 (2014)

    Article  CAS  Google Scholar 

  26. E.C. Constable, A.M.W. Cargill Thompson, P. Harveson, L. Macko, M. Zehnder, Chem. Eur. J. 1, 360 (1995)

    Article  CAS  Google Scholar 

  27. E.C. Constable, Chem. Soc. Rev. 36, 246 (2007)

    Article  CAS  Google Scholar 

  28. A. Wild, A. Winter, F. Schluetter, U.S. Schubert, Chem. Soc. Rev. 40, 1459 (2011)

    Article  CAS  Google Scholar 

  29. Y. Yan, J. Huang, Coord. Chem. Rev. 254, 1072 (2010)

    Article  CAS  Google Scholar 

  30. E.C. Constable, Chimia, 67, 388 (2013)

    Article  CAS  Google Scholar 

  31. E.C. Constable, M.D. Ward, J. Chem. Soc. Dalton Trans. 1405 (1990)

  32. G.R. Newkome, F. Cardullo, E.C. Constable, C.N. Moorefield, A.M.W. Cargill, Thompson, J. Chem. Soc. Chem. Commun. 925 (1990)

  33. E.C. Constable, C.E. Housecroft, in Elsevier Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, Waltham, MA, Elsevier, ed. by J. Reedijk. doi:10.1016/B978-0-12-409547-2.13790-4

  34. T.R. Cook, P.J. Stang, Chem. Rev. 115, 7001 (2015)

    Article  CAS  Google Scholar 

  35. Y.M. Klein, A. Prescimone, E.C. Constable, C.E. Housecroft, CrystEngComm 17, 6483 (2015)

    Article  CAS  Google Scholar 

  36. G.W.V. Cave, C.L. Raston, J. Chem. Soc. Perkin Trans. 1, 3258 (2001)

    Google Scholar 

  37. S.A.S. Ghozlan, A.Z.A. Hassanien, Tetrahedron 58, 9423 (2002)

    Article  CAS  Google Scholar 

  38. J. Yoshida, S.-I. Nishikiori, H. Yuge, J. Coord. Chem. 66, 2191 (2013)

    Article  CAS  Google Scholar 

  39. E.C. Constable, C.E. Housecroft, S. Vujovic, J.A. Zampese, CrystEngComm 16, 3494 (2014)

    Article  CAS  Google Scholar 

  40. E.C. Constable, C.E. Housecroft, S. Vujovic, J.A. Zampese, CrystEngComm 19, 2271 (2017)

    Article  CAS  Google Scholar 

  41. S. Vujovic, E.C. Constable, C.E. Housecroft, C.D. Morris, M. Neuburger, A. Prescimone, Polyhedron 92, 77 (2015)

    Article  CAS  Google Scholar 

  42. D. Braga, M. Polito, D. D’Addario, E. Tagliavini, D.M. Proserpio, F. Grepioni, J.W. Steed, Organometallics 22, 4532 (2003)

    Article  CAS  Google Scholar 

  43. D. Braga, M. Polito, M. Bracaccini, D. D’Addario, E. Tagliavini, D.M. Proserpio, F. Grepioni, Chem. Commun. 10, 1080 (2002)

    Article  Google Scholar 

  44. S.R. Batten, S.M. Neville, D.R. Turner, Coordination Polymers: design, Analysis and Application, (RSC Publishing, Cambridge, 2009)

    Google Scholar 

  45. D.-S. Li, Y.-P. Wu, J. Zhao, J. Zhang, J.Y. Lu, Coord. Chem. Rev. 261, 1 (2014)

    Article  CAS  Google Scholar 

  46. S.R. Batten, In Supramolecular Chemistry: From Molecules to Nanomaterials, vol. 6, ed. by P. A. Gale, J. W. Steed eds. (Wiley, Chichester, 2012), p. 3107

    Google Scholar 

  47. S.R. Batten, CrystEngComm 18, 1 (2001)

    Google Scholar 

  48. Y.M. Klein, A. Prescimone, M. Neuburger, E.C. Constable, C.E. Housecroft, CrystEngComm 19, 2894 (2017)

    Article  CAS  Google Scholar 

  49. C.S. Hawes, R. Babarao, M.R. Hill, K.F. White, B.F. Abrahams, P.E. Kruger, Chem. Commun. 48, 11558 (2012)

    Article  CAS  Google Scholar 

  50. J. Seo, N. Jin, H. Chun, Inorg. Chem. 49, 10833 (2010)

    Article  CAS  Google Scholar 

  51. V.A. Blatov, A.P. Shevchenko, TOPOS Professional v. 4.0, (Samara State University, Russia, 1989)

    Google Scholar 

  52. C.F. Macrae, I.J. Bruno, J.A. Chisholm, P.R. Edgington, P. McCabe, E. Pidcock, L. Rodriguez-Monge, R. Taylor, J. van de Streek, P.A. Wood, J. Appl. Cryst. 41, 466 (2008)

    Article  CAS  Google Scholar 

  53. Y.M. Klein, A. Prescimone, M.B. Pitak, S.J. Coles, E.C. Constable, C.E. Housecroft, CrystEngComm, 18, 4704 (2016)

    Article  CAS  Google Scholar 

  54. Y.M. Klein, A. Prescimone, E.C. Constable, C.E. Housecroft, 58, 103 (2016)

  55. Y.M. Klein, A. Prescimone, E.C. Constable, C.E. Housecroft, Materials 10, 728 (2017)

    Article  Google Scholar 

  56. Y.M. Klein, E.C. Constable, C.E. Housecroft, A. Prescimone, CrystEngComm 17, 2070 (2015)

    Article  Google Scholar 

  57. E.C. Constable, C.E. Housecroft, M. Neuburger, J. Schönle, S. Vujovic, J.A. Zampese, Polyhedron 62, 120 (2013)

    Article  Google Scholar 

  58. E.C. Constable, G. Zhang, E. Coronado, C.E. Housecroft, M. Neuburger, CrystEngComm 12, 2139 (2010)

    Article  CAS  Google Scholar 

  59. E.C. Constable, C.E. Housecroft, S. Vujovic, J.A. Zampese, A. Crochet, S.R. Batten, CrystEngComm 15, 10068 (2013)

    Article  CAS  Google Scholar 

  60. Y.M. Klein, A. Prescimone, E.C. Constable, C.E. Housecroft, Aust. J. Chem. 70, 468 (2017)

    Article  CAS  Google Scholar 

  61. Y.M. Klein, A. Lanzilotto, A. Prescimone, K.W. Krämer, S. Decurtins, S.-X. Liu, E.C. Constable, C.E. Housecroft, Polyhedron 129, 71 (2017)

    Article  CAS  Google Scholar 

  62. L. Xiao, L. Zhu, Q. Zeng, Q. Liu, J. Zhang, S. Li, H. Zhou, S. Zhang, J. Wu, Y. Tian, J. Organomet. Chem. 789, 22 (2015)

    Article  Google Scholar 

Download references

Acknowledgements

The work presented in this overview would not have been possible without the support of the Swiss National Science Foundation (Grant Numbers 200020_149067 and 200020_162631) and the University of Basel. Naturally, no results would have been achieved without the enthusiastic work of the coworkers in our research group and crystallographers who are warmly acknowledged in the relevant references. We thank Maximilian Klein for generating the TOPOS output for use in Figs. 6, 7, 8, 9 and 11.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Catherine E. Housecroft.

Additional information

This overview is dedicated to our good friend and colleague George Newkome in recognition of his innovations and pioneering work in the fields of dendrimers and terpyridine chemistry.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Housecroft, C.E., Constable, E.C. Tetratopic bis(4,2′:6′,4′′-terpyridine) and bis(3,2′:6′,3′′-terpyridine) Ligands as 4-Connecting Nodes in 2D-Coordination Networks and 3D-Frameworks. J Inorg Organomet Polym 28, 414–427 (2018). https://doi.org/10.1007/s10904-017-0671-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10904-017-0671-0

Keywords

Navigation