One ring to bind them all: Shape-selective complexation of phenylenediamine isomers with cucurbit[6]uril in the gas phase

Journal of Physical Chemistry A

Volumn 113, Issue 6, 2009, Pages 989-997

  Dearden, David V ^a   Ferrell, Tyler A ^a   Asplund, Matthew C ^a   Zilch, Lloyd W ^b   Julian, Ryan R ^c   Jarrold, Martin F ^b  

^a Brigham Young University   (United States)

^b INDIANA UNIVERSITY   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYLAMINE; COLLISION CROSS SECTIONS; COMPLEX FRAGMENTS; COMPUTATIONAL STUDIES; CUCURBIT[6]URIL; CUCURBITURIL; EXPERIMENTAL ERRORS; FOURIER TRANSFORM ION CYCLOTRON RESONANCE MASS SPECTROMETRIES; GAS-PHASE; HF/6-31G; ION MOBILITIES; ION MOBILITY SPECTROMETRIES; ION POPULATIONS; MP2/6-31G; OFF-RESONANCE IRRADIATIONS; PHENYLENEDIAMINE; PROTONATED;

BINDING ENERGY; BINDING SITES; FOURIER TRANSFORMS; GAS DYNAMICS; GASES; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONS; MASS SPECTROMETRY; RESONANCE; SPECTROMETERS;

ISOMERS;

EID: 61649115229     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp808771n     Document Type: Article

References (36)

1. Izatt, R. M.; Pawlak, K.; Bradshaw, J. S.; Bruening, R. L. Chem. Rev. 1991, 91, 1721-2085.
2. Glendening, E. D.; Feller, D.; Thompson, M. A. J. Am. Chem. Soc. 1994, 116, 10657-10669.
3. Hill, S. E.; Feller, D.; Glendening, E. D. J. Phys. Chem. A 1998, 702, 3813-3819.
4. Hill, S. E.; Glendening, E. D.; Feller, D. J. Phys. Chem. A 1997, 101, 6125-6131.
5. Hill, S. E.; Feller, D. Int. J. Mass Spectrom. 2000, 201, 41-58.
6. More, M. B.; Glendening, E. D.; Ray, D.; Feller, D.; Armentrout, P. B. J. Phys. Chem. 1996, 100, 1605-1614.
7. Ray, D.; Feller, D.; More, M. B.; Glendening, E. D.; Armentrout, P. B. J. Phys. Chem. 1996, 100, 16116-16125.
8. More, M. B.; Ray, D.; Armentrout, P. B. J. Phys. Chem. A 1997, 101, 831-839.
9. More, M. B.; Ray, D.; Armentrout, P. B. J. Phys. Chem. A 1997, 101, 7007-7017.
10. More, M. B.; Ray, D.; Armentrout, P. B. J. Phys. Chem. A 1997, 101, 4254-4262.
11. Armentrout, P. B. Int. J. Mass Spectrom. 1999, 193, 227-240.
12. More, M. B.; Ray, D.; Armentrout, P. B. J. Am. Chem. Soc. 1999, 121, 417-423.
13. Grimme, S. Angew. Chem., Int. Ed. 2006, 45, 4460-4464.
14. Schreiner, P. R.; Fokin, A. A.; Pascal, R. A., Jr.; de Meijere, A. Org. Lett. 2006, 8, 3635-3638.
15. Lagona, J.; Mukhopadhyay, P.; Chakrabarti, S.; Isaacs, L. Angew. Chem., Int. Ed. 2005, 44, 4844-4870.
16. Lee, J. W.; Samal, S.; Selvapalam, N.; Kim, H.-J.; Kim, K. Acc Chem. Res. 2003, 36, 621-630.
17. Mock, W. L. In Comprehensive Supramolecular Chemistry; Vögtle, F., Ed.; Elsevier: New York, 1996; Vol. 2, pp 477-493.
18. Smiley, R. A. In Ullmann's Encyclopedia of Industrial Chemistry; Elvers, B., Hawkins, S., Schulz, G., Eds.; VCH: Weinheim, Germany, 1991; Vol. A19, p 405-410.
19. Hoeffkes, H.; Knuebel, G.; Giesa, H. Cosmetic Agents Containing Macrocycles Selected from the Group of Cucurbituril and Hemicucurbituril Derivatives. Germany Appl. DE 2006-102006011317, 3 Sept. 2006.
20. Tanner, D.; Fitzgerald, J. A.; Phillips, B. R. Angew. Chem., Int. Ed. 1989, 28, 649-654.
21. Kamble, S. P.; Gaikar, V. G. Sep. Sci. Technol. 2003, 38, 3409-3430.
22. Schalley, C. A. Int. J. Mass Spectrom. 2000, 194, 11-39.
23. Dearden, D. V.; Dejsupa, C.; Liang, Y.; Bradshaw, J. S.; Izatt, R. M. J. Am. Chem. Soc. 1997, 119, 353-359.
24. Senko, M. W.; Canterbury, J. D.; Guan, S.; Marshall, A. G. Rapid Commun. Mass Spectrom. 1996, 10, 1839-1844.
25. Wigger, M.; Nawrocki, J. P.; Watson, C. H.; Eyler, J. R.; Benner, S. A. Rapid Commun. Mass Spectrom. 1997, 11, 1749-1752.
26. Bakhtiar, R.; Holznagel, C. M.; Jacobson, D. B. Organometallics 1993, 12, 621-623.
27. Chen, L.; Wang, T.-C. L.; Ricca, T. L.; Marshall, A. G. Anal. Chem. 1987, 59, 449-454.
28. Black, G.; Didier, B.; Feller, D.; Gracio, D.; Hackler, M.; Havre, S.; Jones, D.; Jurrus, E.; Keller, T.; Lansing, C.; Matsumoto, S.; Palmer, B.; Peterson, M.; Schuchardt, K.; Stephan, E.; Taylor, H.; Thomas, G.; Vorpagel, E.; Windus, T.; Winters, C. Ecce, A Problem Solving Environment for Computational Chemistry; Pacific Northwest National Laboratory: Richland, WA, 2003.
29. Straatsma, T. P.; Apra, E.; Windus, T. L.; Dupuis, M.; Bylaska, E. J.; de Jong, W.; Hirata, S.; Smith, D. M. A.; Hackler, M. T.; Pollack, L.; Harrison, R. J.; Nieplocha, J.; Tipparaju, V.; Krishnan, M.; Brown, E.; Cisneros, G.; Fann, G. I.; Fruchtl, H.; Garza, J.; Hirao, K.; Kendall, R.; Nichols, J. A.; Tsemekhman, K.; Valiev, M.; Wolinski, K.; Anchell, J.; Bernholdt, D.; Borowski, P.; Clark, T.; Clerc, D.; Dachsel, H.; Deegan, M.; Dyall, K.; Elwood, D.; Glendening, E.; Gutowski, M.; Hess, A.; Jaffe, J.; Johnson, B.; Ju, J.; Kobayashi, R.; Kutteh, R.; Lin, Z.; Littlefield, R.; Long, X.; Meng, B.; Nakajima, T.; Niu, S.; Rosing, M.; Sandrone, G.; Stave, M.; Taylor, H.; Thomas, G.; van Lenthe, J.; Wong, A.; Zhang, Z. NWChem, A Computational Chemistry Package for Parallel Computers; Pacific Northwest National Laboratory: Richland, 2003.
30. Humphrey, W.; Dalke, A.; Schulten, K. J. Mol. Graphics 1996, 14, 33-38.
31. Boys, S. F.; Bernardi, F. Mol. Phys. 1970, 19, 553-566.
32. Kohtani, M.; Jones, T. C.; Schneider, J. E.; Jarrold, M. F. J. Am. Chem. Soc. 2004, 126, 7420-7421.
33. Kinnear, B. S.; Hartings, M. R.; Jarrold, M. F. J. Am. Chem. Soc. 2001, 125, 5660-5667.
34. Shvartsburg, A. A.; Jarrold, M. F. Chem. Phys. Lett. 1996, 261, 86-91.
35. Chai, Y.; Guo, T.; Jin, C. M.; Haufler, R. E.; Chibante, L. P. F.; Fure, J.; Wang, L. H.; Alford, J. M.; Smalley, R. E. J. Phys. Chem. 1991, 95, 7564-7568.
36. Zhang, H.; Paulsen, E. S.; Walker, K. A.; Krakowiak, K. E.; Dearden, D. V. J. Am. Chem. Soc. 2003, 125, 9284-9285.