CSIRO Publishing blank image blank image blank image blank imageBooksblank image blank image blank image blank imageJournalsblank image blank image blank image blank imageAbout Usblank image blank image blank image blank imageShopping Cartblank image blank image blank image You are here: Journals > Australian Journal of Chemistry   
Australian Journal of Chemistry
Journal Banner
  An international journal for chemical science
 
blank image Search
 
blank image blank image
blank image
 
  Advanced Search
   

Journal Home
About the Journal
Editorial Board
Contacts
For Advertisers
Content
Online Early
Current Issue
Just Accepted
All Issues
Virtual Issues
Special Issues
Research Fronts
Sample Issue
Covers
For Authors
General Information
Notice to Authors
Submit Article
Open Access
For Referees
Referee Guidelines
Review Article
For Subscribers
Subscription Prices
Customer Service
Print Publication Dates

blue arrow e-Alerts
blank image
Subscribe to our Email Alert or RSS feeds for the latest journal papers.

red arrow Connect with us
blank image
facebook   youtube

Affiliated with RACI

Royal Australian Chemical Institute
Royal Australian
Chemical Institute


 

Article << Previous     |     Next >>   Contents Vol 65(10)

Metal Template Synthesis of a Tripodal Tris(bipyridyl) Receptor that Encapsulates a Proton and an Iron(ii) Centre in a Pseudo Cage*

Christopher R. K. Glasson A, George V. Meehan A E, Cherie A. Motti B, Jack K. Clegg C D, Murray S. Davies A and Leonard F. Lindoy C E

A School of Pharmacy and Molecular Sciences, James Cook University, Townsville, Qld 4814, Australia.
B The Australian Institute of Marine Science, Townsville, Qld 4810, Australia.
C School of Chemistry, F11, The University of Sydney, NSW 2006, Australia.
D Department of Chemistry, The University of Cambridge, Lensfield Rd, Cambridge, CB2 1EW, UK.
E Corresponding authors. Email: George.Meehan@jcu.edu.au; lindoy@chem.usyd.edu.au

Australian Journal of Chemistry 65(10) 1371-1376 http://dx.doi.org/10.1071/CH11501
Submitted: 22 December 2011  Accepted: 29 January 2012   Published: 7 March 2012


 
PDF (48 KB) $25
 Export Citation
 Print
  
Abstract

The Fe(ii) template synthesis of the first member of a new category of tripodal tris-bipyridine ligands incorporating a nitrogen bridgehead is reported. The X-ray structure of the reaction product shows that the ligand adopts a pseudo cage-like structure that encapsulates both a proton and an Fe(ii) ion in its cavity. The complex shows an extended helical arrangement that is effectively ‘capped’ at its open end by a hydrogen bonded PF6 counter ion that is symmetrically aligned with the 3-fold axis of the helix. A 1H NMR study demonstrated that the encapsulated proton can be reversibly exchanged under acid/base conditions in CD3CN.





References

[1]  D. F. Perkins, L. F. Lindoy, A. McAuley, G. V. Meehan, P. Turner, Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 532.
         | CrossRef | CAS |

[2]  (a) B. Wu, J. Yang, X. Huang, S. Li, C. Jia, X.-J. Yang, N. Tang, C. Janiak, Dalton Trans. 2011, 40, 5687.
         | CrossRef | CAS |
      (b) V. Amendola, M. Boiocchi, B. Colasson, L. Fabbrizzi, E. Monzani, M. J. Douton-Rodriguez, C. Spadin, Inorg. Chem. 2008, 47, 4808.
         | CrossRef |
      (c) K. Sato, Y. Sadamitsu, S. Arai, T. Yamagishi, Tetrahedron Lett. 2007, 48, 1493.
         | CrossRef |

[3]  (a) D. Xu, R. Warmuth, J. Am. Chem. Soc. 2008, 130, 7520.
         | CrossRef | CAS |
      (b) C. D. Meyer, C. S. Joiner, J. F. Stoddart, Chem. Soc. Rev. 2007, 36, 1705.
         | CrossRef |
      (c) J. Nitschke, Acc. Chem. Res. 2007, 40, 103.
         | CrossRef |
      (d) B. H. Northrop, F. Arico, N. Tangchiavang, J. D. Badjic, J. F. Stoddart, Org. Lett. 2006, 8, 3899.
         | CrossRef |
      (e) P. T. Corbett, J. Leclaire, L. Vial, K. R. West, J.-L. Wietor, J. K. M. Sanders, S. Otto, Chem. Rev. 2006, 106, 3652.
         | CrossRef |
      (f) S. J. Rowan, S. J. Cantrill, G. R. L. Cousins, J. K. M. Sanders, J. F. Stoddart, Angew. Chem. Int. Edit. 2002, 41, 898.
         | CrossRef |

[4]  L. F. Lindoy, S. E. Livingstone, Coord. Chem. Rev. 1967, 2, 173.
         | CrossRef | CAS |

[5]  U. S. Schubert, C. Eschbaumer, G. Hochwimmer, Tetrahedron Lett. 1998, 39, 8643.
         | CrossRef | CAS |

[6]  S. A. Savage, A. P. Smith, C. L. Fraser, J. Org. Chem. 1998, 63, 10048.
         | CrossRef | CAS |

[7]  (a) M. G. Davidson, C. L. Doherty, A. L. Johnson, M. F. Mahon, Chem. Commun. (Camb.) 2003, 1832.
         | CrossRef | CAS |
      (b) J. D. Chartres, A. Dahir, P. A. Tasker, F. J. White, Inorg. Chem. Commun. 2007, 10, 1154.
         | CrossRef |

[8]  D. F. Perkins, L. F. Lindoy, G. V. Meehan, P. Turner, Chem. Commun. (Camb.) 2004, 152.
         | CrossRef | CAS |

[9]  C. R. K. Glasson, G. V. Meehan, J. K. Clegg, L. F. Lindoy, J. A. Smith, F. R. Keene, C. Motti, Chem. – Eur. J. 2008, 14, 10535.
         | CrossRef | CAS |

[10]  (a) C. R. K. Glasson, G. V. Meehan, C. A. Motti, J. K. Clegg, P. Turner, P. Jensen, L. F. Lindoy, Dalton Trans. 2011, 40, 10481.
         | CrossRef | CAS |
      (b) C. R. K. Glasson, G. V. Meehan, J. K. Clegg, L. F. Lindoy, P. Turner, M. B. Duriska, R. Willis, Chem. Commun. (Camb.) 2008, 1190.
         | CrossRef |
      (c) C. R. K. Glasson, J. K. Clegg, J. C. McMurtrie, G. V. Meehan, L. F. Lindoy, C. A. Motti, B. Moubaraki, K. S. Murray, J. D. Cashion, Chem. Sci. 2011, 2, 540.
         | CrossRef |

[11]  M. C. T. Fyfe, G. T. Glink, S. Menser, J. F. Stoddart, A. J. P. White, D. J. Williams, Angew. Chem. Int. Edit. 1997, 36, 2068.
         | CrossRef | CAS |

[12]  A. Bondi, J. Phys. Chem. 1964, 68, 441.
         | CrossRef | CAS |

[13]  J. J. P. Stewart, J. Comput. Chem. 1989, 10, 209.
         | CrossRef | CAS |

[14]  Bruker-Nonius, APEX v2.1, SAINT v.7 and XPREP v.6.14 2003 (Bruker AXS Inc.: Madison, WI).

[15]  L. J. Farrugia, J. Appl. Cryst. 1999, 32, 837.
         | CAS |

[16]  A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giocavazzo, A. Guagliardi, A. G. C. Moliterni, G. Polidori, S. Spagna, J. Appl. Cryst. 1999, 32, 115.
         | CrossRef | CAS |

[17]  G. M. Sheldrick, SADABS: Empirical Absorption and Correction Software 19992008 (University of Göttingen: Göttingen).

[18]  G. M. Sheldrick, SHELXL-97: Programs for Crystal Structure Analysis 1997 (University of Göttingen: Göttingen).


   
Subscriber Login
Username:
Password:  

 


    
Legal & Privacy | Contact Us | Help

CSIRO

© CSIRO 1996-2013