Skip to main content
SpringerLink
Log in

Uncommon Interactions of Aliphatic Dicarboxylic Acids with Cyclodextrins

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

Abstract

A relatively high and unexpected increase of inclusion complex stabilities could be detected in some half dissociated dicarboxylic acids (HA− ions) with intramolecular H-bonding. The intermolecular hydrogen bonds between the protruding functional groups of the guest and the hydroxy groups of the host are known to enhance the stability of the cyclodextrin (CD) inclusion complexes. The enhanced inclusion of HA− species is promoted, not by the intermolecular but by the intramolecular H-bond indirectly, resulting in a compact shape of the guest with more favourable space filling.

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. Szejtli J, Osa T (1996) Cyclodextrins. In: Lehn J-M , Atwood JL, Davies JED, MacNicol DD, Vögtle F (eds) Comprehensive Supramolecular Chemistry, Vol 3. Pergamon, Oxford

  2. Á Buvári L Barcza (1989) Acta Chim Hung 126 455

    Google Scholar 

  3. Á Buvári-Barcza A Csámpai L Barcza (2002) J Incl Phenom 42 209

    Google Scholar 

  4. M Suzuki K Ito C Fushimi T Kondo (1993) Chem Pharm Bull 41 942

    Google Scholar 

  5. A Gadre KA Connors (1997) J Pharm Sci 86 1210 Occurrence Handle9383727

    PubMed  Google Scholar 

  6. H Schlenk DM Sand (1961) J Am Chem Soc 83 2312

    Google Scholar 

  7. Makedonopoulou S, Mavridis IM, Yannakopolou K, Papaioannou J Chem Comm 1998:2133

  8. T Höfler G Wenz (1996) J Incl Phenom 25 81

    Google Scholar 

  9. I Gómez-Orellana D Hallén M Stödeman (1994) J Chem Soc Faraday Trans 90 3397

    Google Scholar 

  10. G Castronuovo V Elia D Fessas F Velleca G Viscardi (1996) Carbohydr Res 287 127

    Google Scholar 

  11. MV Rekharsky MP Mayhew RN Goldberg PD Ross Y Yamashoji Y Inoue (1997) J Phys Chem B 101 87

    Google Scholar 

  12. MV Rekharsky Y Inoue (2000) J Am Chem Soc 122 10949

    Google Scholar 

  13. A Aversa W Etter RI Gelb LM Schwartz (1990) J Incl Phenom 9 277

    Google Scholar 

  14. M Conrad (1880) Liebigs Ann Chem 204 138

    Google Scholar 

  15. MT Beck I Nagypál (1990) Coordination Chemistry John Wiley Chichester 194

    Google Scholar 

  16. Buvári Á, Barcza L, Kajtár M J Chem Soc , Perkin Trans 2 1988:1687

  17. Á Buvári-Barcza L Barcza (1998) Anales de Química Int Ed 94 98

    Google Scholar 

  18. Á Buvári L Barcza (1989) J Incl Phenom 7 313

    Google Scholar 

  19. EP Serjeant B Dempsey (1979) Ionisation Constants of Organic Acids in Aqueous Solution (Iupac Chemical Data Series 23) Pergamon Press Oxford

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Inorganic and Analytical Chemistry, L. Eötvös University, Hungary

    Orsolya Csernák, Ágnes Buvári-barcza & Lajos Barcza

  2. Department of Organic Chemistry, L. Eötvös University, 1117, Budapest, Pázmány Péter sétány 1/A, Hungary

    János Samu

Authors
  1. Orsolya Csernák
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ágnes Buvári-barcza
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. János Samu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Lajos Barcza
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Ágnes Buvári-barcza.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Csernák, O., Buvári-barcza, Á., Samu, J. et al. Uncommon Interactions of Aliphatic Dicarboxylic Acids with Cyclodextrins. J Incl Phenom Macrocycl Chem 51, 59–63 (2005). https://doi.org/10.1007/s10847-004-5795-5

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10847-004-5795-5

Keywords

Search

Navigation