The structure of a room-temperature ionic liquid with and without trace amounts of water: The role of C-H⋯O and C-H⋯F interactions in 1-n-butyl-3-methylimidazolium tetrafluoroborate

Angewandte Chemie - International Edition

Volumn 42, Issue 36, 2003, Pages 4364-4366

  Mele, Andrea ^a   Tran, Chieu D ^b   De Paoli Lacerda, Silvia H ^b  

^a POLITECNICO DI MILANO   (Italy)

^b Marquette University   (United States)

Author keywords

Hydrogen bonds; Ionic liquids; NMR spectroscopy; Noncovalent interactions; Water chemistry

Indexed keywords

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POSITIVE IONS; WATER;

IONIC LIQUIDS;

SOLVENTS;

1 N BUTYL 3 METHYLIMIDAZOLIUM TETRAFLUOROBORATE; BORON DERIVATIVE; CARBON; CATION; FLUORINE; FLUORINE DERIVATIVE; HYDROGEN; IMIDAZOLE DERIVATIVE; ION; OXYGEN; SOLVENT; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; HYDROGEN BOND; LIQUID; MOLECULAR STABILITY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; SOLVATION; STRUCTURE ANALYSIS; TECHNIQUE; TEMPERATURE DEPENDENCE;

EID: 0141645553     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200351783     Document Type: Article

References (23)

1. T. Welton, Chem. Rev. 1999, 99, 2071-2083.
2. A. E. Visser, R. P. Swatloski, R. D. Rogers, Green Chem. 2000, 2, 1-4.
3. a) K. A. Fletcher, S. Pandey, Appl. Spectrosc. 2002, 56, 266-271;
4. b) S. N. V. K. Aki, J. Brennecke, A. Samanta, Chem. Commun. 2001, 413-414;
5. c) S. G. Kazarian, B. J. Briscoe, T. Welton, Chem. Commun. 2000, 2047-2048.
6. a) L. Cammarata, S. G. Kazarian, P. A. Salter, T. Welton, Phys. Chem. Chem. Phys. 2001, 3, 5192-5200;
7. b) C. D. Tran, S. H. De Paoli Lacerda, D. Oliveira, Appl. Spectrosc. 2003, 57, 152-157;
8. c) A. Noda, K. Hayamizu, M. Watanabe, J. Phys. Chem. B 2001, 105, 4603-4610;
9. d) J.-F. Huang, P.-Y. Chen, I.-W. Sun, S. P. Wang, Inorg. Chim. Acta 2001, 320, 7-11.
10. a) C. G. Hanke, A. Johansson, J. B. Harper, R. M. Lynden-Bell, Chem. Phys. Lett. 2003, 374, 85-90;
11. b) G. J. Mains, E. A. Nantis, W. R. Carper, J. Phys. Chem. A 2001, 105, 4371-4378.
12. R. A. Mantz, P. C. Trulove, R. T. Carlin, R. A. Osteryoung, Inorg. Chem. 1995, 34, 3846-3847.
13. A. D. Headley, M. N. Jackson J. Phys Org. Chem. 2002, 15, 52-55.
14. J. Dupont, P. A. Z. Suarez, R. F. De Souza, R. A. Burrow, J.-P. Kintzinger, Chem. Eur. J. 2000, 6, 2377-2381.
15. J. H. Antony, D. Mertens, A. Dölle, P. Wasserscheid, W. R. Carper, ChemPhysChem 2003, 4, 588-594.
16. A. Mele, B. Vergani, F. Viani, S. V. Meille, A. Farina, P. Bravo, Eur. J. Org. Chem., 1999, 187-196.
17. J. S. Wilkes, J. A. Levisky, R. A. Wilson, C. L. Hussey, Inorg. Chem. 1982, 21, 1263-1264.
18. a) J. D. Holbrey, K. R. Seddon, J. Chem. Soc. Dalton Trans. 1999, 2133-2140;
19. b) J. G. Huddleston, H. D. Willauer, R. P. Swatloski, A. E. Visser, R. D. Rogers, Chem. Commun. 1998, 1765-1766;
20. c) P. Bonhote, A. P. Dias, N. Papageourgiou, K. Kalyanasundaram, M. Gratzel, Inorg. Chem. 1996, 35, 1168-1178.
21. H. Desvaux, P. Berthault, N. Birlirakis, M. Goldman, M. Piotto, J. Magn. Reson. Ser. A 1995, 113, 47-52.
22. [6] and, therefore, not influenced by the added water; 2) the average distance between H2 and H10 can be considered to be independent of the intermolecular interactions and conformation of the cation of 1, which is assumed to be planar.
23. 19F signal of the ionic-liquid anion (spectrum "on resonance"). Control spectra ("off resonance") were recorded by setting the decoupler frequency off resonance. NOE difference spectra were obtained by subtracting the "off resonance" spectrum from the "on resonance".