Skip to main content
Log in

A combined experimental and theoretical study on the complexation of the ammonium ion with benzo-18-crown-6

  • Original Paper
  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Abstract

From extraction experiments in the two-phase water/nitrobenzene system and γ-activity measurements, the stability constant of the benzo-18-crown-6–ammonium complex in nitrobenzene saturated with water was determined. Furthermore, the structure of the resulting complex was derived by means of theoretical calculations at the density functional level.

Graphical abstract

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
Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Pedersen CJ (1967) J Am Chem Soc 89:2495

    Article  CAS  Google Scholar 

  2. Pedersen CJ (1967) J Am Chem Soc 89:7017

    Article  CAS  Google Scholar 

  3. Kolthoff IM (1979) Anal Chem 51:1R

    Article  CAS  Google Scholar 

  4. Makrlík E, Vaňura P (2006) Monatsh Chem 137:157

    Article  Google Scholar 

  5. Makrlík E, Vaňura P (2006) Monatsh Chem 137:1185

    Article  Google Scholar 

  6. Dybal J, Makrlík E, Vaňura P (2007) Monatsh Chem 138:541

    Article  CAS  Google Scholar 

  7. Kříž J, Dybal J, Makrlík E, Budka J, Vaňura P (2007) Monatsh Chem 138:735

    Article  Google Scholar 

  8. Dybal J, Makrlík E, Vaňura P, Selucký P (2007) Monatsh Chem 138:1239

    Article  CAS  Google Scholar 

  9. Dybal J, Makrlík E, Vaňura P, Budka J (2008) Monatsh Chem 139:1175

    Article  CAS  Google Scholar 

  10. Dybal J, Makrlík E, Budka J, Vaňura P (2008) Monatsh Chem 139:1353

    Article  CAS  Google Scholar 

  11. Makrlík E, Dybal J, Vaňura P (2009) Monatsh Chem 140:29

    Article  Google Scholar 

  12. Makrlík E, Vaňura P, Budka J (2009) Monatsh Chem 140:583

    Article  Google Scholar 

  13. Rais J (1971) Collect Czech Chem Commun 36:3253

    CAS  Google Scholar 

  14. Daňková M, Makrlík E, Vaňura P (1997) J Radioanal Nucl Chem 221:251

    Article  Google Scholar 

  15. Makrlík E, Vaňura P (2006) Z Phys Chem 220:1125

    Google Scholar 

  16. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA Jr, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA (2004) Gaussian 03, Revision C. 02. Gaussian, Wallingford

    Google Scholar 

  17. Kříž J, Dybal J, Makrlík E (2006) Biopolymers 82:536

    Article  Google Scholar 

  18. Kříž J, Dybal J, Makrlík E, Vaňura P, Lang J (2007) Supramol Chem 19:419

    Article  Google Scholar 

  19. Kříž J, Dybal J, Makrlík E, Vaňura P (2008) Supramol Chem 20:387

    Article  Google Scholar 

  20. Kříž J, Dybal J, Makrlík E, Budka J, Vaňura P (2008) Supramol Chem 20:487

    Article  Google Scholar 

  21. Kříž J, Dybal J, Makrlík E, Budka J (2008) J Phys Chem A 112:10236

    Article  Google Scholar 

  22. Kříž J, Dybal J, Makrlík E, Budka J, Vaňura P (2009) J Phys Chem A 113:5896

    Article  Google Scholar 

  23. Makrlík E, Vaňura P (1985) Talanta 32:423

    Article  Google Scholar 

  24. Makrlík E (1992) Collect Czech Chem Commun 57:289

    Article  Google Scholar 

Download references

Acknowledgments

This work was supported by the Czech Ministry of Education, Youth, and Sports, projects MSM 4977751303 and MSM 6046137307. The computer time at the MetaCentrum (project MSM 6383917201), as well as at the Institute of Physics (computer Luna/Apollo), Academy of Sciences of the Czech Republic, is gratefully acknowledged.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Emanuel Makrlík.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Toman, P., Makrlík, E. & Vaňura, P. A combined experimental and theoretical study on the complexation of the ammonium ion with benzo-18-crown-6. Monatsh Chem 141, 301–304 (2010). https://doi.org/10.1007/s00706-010-0259-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-010-0259-7

Keywords

Navigation