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.
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Pedersen CJ (1967) J Am Chem Soc 89:2495
Pedersen CJ (1967) J Am Chem Soc 89:7017
Kolthoff IM (1979) Anal Chem 51:1R
Makrlík E, Vaňura P (2006) Monatsh Chem 137:157
Makrlík E, Vaňura P (2006) Monatsh Chem 137:1185
Dybal J, Makrlík E, Vaňura P (2007) Monatsh Chem 138:541
Kříž J, Dybal J, Makrlík E, Budka J, Vaňura P (2007) Monatsh Chem 138:735
Dybal J, Makrlík E, Vaňura P, Selucký P (2007) Monatsh Chem 138:1239
Dybal J, Makrlík E, Vaňura P, Budka J (2008) Monatsh Chem 139:1175
Dybal J, Makrlík E, Budka J, Vaňura P (2008) Monatsh Chem 139:1353
Makrlík E, Dybal J, Vaňura P (2009) Monatsh Chem 140:29
Makrlík E, Vaňura P, Budka J (2009) Monatsh Chem 140:583
Rais J (1971) Collect Czech Chem Commun 36:3253
Daňková M, Makrlík E, Vaňura P (1997) J Radioanal Nucl Chem 221:251
Makrlík E, Vaňura P (2006) Z Phys Chem 220:1125
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
Kříž J, Dybal J, Makrlík E (2006) Biopolymers 82:536
Kříž J, Dybal J, Makrlík E, Vaňura P, Lang J (2007) Supramol Chem 19:419
Kříž J, Dybal J, Makrlík E, Vaňura P (2008) Supramol Chem 20:387
Kříž J, Dybal J, Makrlík E, Budka J, Vaňura P (2008) Supramol Chem 20:487
Kříž J, Dybal J, Makrlík E, Budka J (2008) J Phys Chem A 112:10236
Kříž J, Dybal J, Makrlík E, Budka J, Vaňura P (2009) J Phys Chem A 113:5896
Makrlík E, Vaňura P (1985) Talanta 32:423
Makrlík E (1992) Collect Czech Chem Commun 57:289
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.
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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
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DOI: https://doi.org/10.1007/s00706-010-0259-7