Skip to main content
SpringerLink
Log in

Self-Assembly and X-Ray Crystal Structures of Novel Sn(IV)Porphyrin Phenolates

  • Published:
Journal of inclusion phenomena and macrocyclic chemistry Aims and scope Submit manuscript

Abstract

A series of complexes of the type [Sn(TTP)L2] have been prepared by the condensation of [Sn(TTP)OH2] (TTP = meso-tetratolylporphyrin) with a range of substituted phenols. The resulting complexes were characterised using 1H NMR and single crystal X-ray diffraction techniques. In each case, the condensation of the phenols with the Sn(IV)porphyrin in CDCl3 solution is slow (h) but essentially quantitative. The slow kinetics of the formation of the diaxial phenolate complexes allows for the identification, by 1H NMR spectroscopy, of three independent complexes within this process, namely an outer-sphere (H-bonded) complex as well as two independent phenolate complexes. The rate of condensation is in the order phenol ≫ 4-methoxyphenol > 4-nitrophenol and suggests a steric rather than pKa dependency.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. D.P. Arnold, E.A. Morrison and J.V. Hanna: Polyhedron 9, 1331 (1990)

    Google Scholar 

  2. J.C. Hawley, N. Bampos, R.J. Abraham and J.K.M. Sanders: J. Chem. Soc. Chem. Commun. 661 (1998).

  3. G. Smith, D.P. Arnold, C.H.L. Kennard and T.C.W. Mak: Polyhedron 10, 509 (1991).

    Google Scholar 

  4. Y. Tong, D.G. Hamilton, J.-C. Meillon and J.K.M. Sanders: Organic Lett. 1, 1343-1346 (1999).

    Google Scholar 

  5. E. Stulz, C.C. Mak and J.K.M. Sanders: J. Chem. Soc., Dalton Trans. 604 (2001).

  6. D.P. Arnold: J. Chem. Ed. 65, 1111 (1988).

    Google Scholar 

  7. "Collect" data collection software, Nonius B.V., 1998-2000.

  8. P.T. Beurskens, G. Admiraal, G. Beurskens, W.P. Bosman, R. de Gelder, R. Israel, and J.J.M. Smits: The DIRDIF-94 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands (1994).

    Google Scholar 

  9. J.W. Scott, F.T. Bizzarro, D.R. Parrish and G. Saucy: Helv. Chim. Act 59, 290 (1976).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. School of Chemistry, Monash University, Clayton, Victoria, Australia, 3800

    Steven J. Langford, Katherine J. Macfarlane & Josephine A. Weigold

  2. Centre for Green Chemistry, Monash Uni-versity, Clayton, Victoria, Australia, 3800

    Marcia A.-P. Lee

Authors
  1. Steven J. Langford
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Marcia A.-P. Lee
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Katherine J. Macfarlane
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Josephine A. Weigold
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Steven J. Langford.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Langford, S.J., Lee, M.AP., Macfarlane, K.J. et al. Self-Assembly and X-Ray Crystal Structures of Novel Sn(IV)Porphyrin Phenolates. Journal of Inclusion Phenomena 41, 135–139 (2001). https://doi.org/10.1023/A:1014494303384

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1014494303384

Search

Navigation