Hydrogen-bond symmetry in difluoromaleate monoanion

Journal of the American Chemical Society

Volumn 134, Issue 18, 2012, Pages 7766-7772

  Perrin, Charles L ^a   Karri, Phaneendrasai ^a   Moore, Curtis ^a   Rheingold, Arnold L ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

APROTIC; CARBOXYL GROUPS; DIANIONS; ISOTROPIC LIQUID; LOCAL ENVIRONMENTS; MONOANIONS; NMR SPECTRUM; SPIN SYSTEMS; SYMMETRIC STRUCTURES; TETRABUTYLAMMONIUM; X RAY CRYSTAL STRUCTURES;

CARBOXYLIC ACIDS; FLUORINE; ISOTOPES; LIQUID CRYSTALS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS; PERTURBATION TECHNIQUES; POTASSIUM; X RAY CRYSTALLOGRAPHY;

HYDROGEN BONDS;

CARBOXYLIC ACID; FLUORINE DERIVATIVE; ISOTOPE; MALEIC ACID DERIVATIVE; OXYGEN 18; WATER;

ACIDITY; ARTICLE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; ENVIRONMENTAL FACTOR; FLUORINE NUCLEAR MAGNETIC RESONANCE; HYDROGEN BOND; LIQUID CRYSTAL; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

EID: 84860873940     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja2117848     Document Type: Article

References (41)

1. Hibbert, F.; Emsley, J. Adv. Phys. Org. Chem. 1990, 26, 255-379
2. Perrin, C. L.; Nielson, J. B. Annu. Rev. Phys. Chem. 1997, 48, 511
3. Perrin, C. L. Acc. Chem. Res. 2010, 43, 1550-1557
4. Perrin, C. L.; Ohta, B. K. J. Am. Chem. Soc. 2001, 123, 6520-6526
5. Perrin, C. L; Ohta, B. K. Bioorg. Chem. 2002, 30, 3-15
6. Perrin, C. L; Ohta, B. K. J. Mol. Struct. 2003, 644, 1-12
7. Perrin, C. L.; Karri, P. Chem. Commun. 2010, 46, 481-483
8. Perrin, C. L.; Thoburn, J. D. J. Am. Chem. Soc. 1992, 114, 8559-8565
9. Perrin, C. L. Science 1994, 226, 1665-1668
10. Perrin, C. L.; Nielson, J. B. J. Am. Chem. Soc. 1997, 119, 12734
11. Perrin, C. L. Pure Appl. Chem. 2009, 81, 571-583
12. Perrin, C. L.; Lau, J. S. J. Am. Chem. Soc. 2006, 128, 11820-11824
13. Dopieralski, P.; Perrin, C. L.; Latajka, Z. J. Chem. Theory Comput. 2011, 7, 3505-3513
14. Bogle, X. S.; Singleton, D. A. J. Am. Chem. Soc. 2011, 133, 17172-17175
15. Saupe, A. Angew. Chem., Int. Ed. 1968, 7, 97-112
16. Suryaprakash, N. Concepts Magn. Reson. 1998, 10, 167
17. Robert, J. C.; Yim, C. J.; Gilson, F. R. Can. J. Chem. 1971, 49, 2345
18. Sun, H.; Fung, B. M. Liq. Cryst. 2000, 27, 755-761
19. de Lange, C. A.; Burnell, E. E. In NMR of Ordered Liquids; Burnell, E. E.; de Lange, C. A., Eds.; Kluwer: Dordrecht, 2003; pp 3-26.
20. Chandrasekhar, S. Liquid Crystals; Cambridge University Press: Cambridge, 1977; p 64.
21. Dutt, G. B. J. Chem. Phys. 2003, 119, 11971
22. Perrin, C. L.; Dong, Y. J. Am. Chem. Soc. 2007, 129, 4490-4497
23. Perrin, C. L.; Flach, A. Angew. Chem. 2011, 50, 7674-7676
24. Jacobs, C. A.; Brahms, J. C.; Dailey, W. P.; Beran, K.; Harmony, M. D. J. Am. Chem. Soc. 1992, 114, 115-121
25. Abdo, B. T.; Amer, H.; Banks, R. E.; Brain, P. T.; Cox, A. P.; Dunning, O. J.; Murtagh, V.; Rankin, D. W. H.; Robertson, H. E.; Smart, B. A. J. Phys. Chem. A 1999, 103, 1758-1767
26. Saunders, M.; Telkowski, L.; Kates, M. J. Am. Chem. Soc. 1977, 99, 8070-8072
27. Jameson, C. J.; Osten, H. J. Annu. Rep. NMR Spectrosc. 1986, 17, 1
28. Hansen, P. E. J. Labelled Compd. Radiopharm. 2007, 50, 967-981
29. Ellison, S. L. R.; Robinson, M. J. T. J. Chem. Soc., Chem Commun. 1983, 745-746
30. Tanaka, N.; Araki, M. J. Am. Chem. Soc. 1985, 107, 7780-7781
31. Siehl, H.-U. Adv. Phys. Org. Chem. 1987, 23, 63-163
32. Perrin, C. L.; Thoburn, J. D. J. Am. Chem. Soc. 1989, 111, 8010-8012
33. Smith, A. A.; Drake, M. D.; Rahim, A. K.; Roberts, J. D. J. Phys. Chem. A 2008, 112, 12367-12371
34. Raasch, M. S.; Miegel, R. E.; Castle, J. E. J. Am. Chem. Soc. 1959, 81, 2678
35. Okabe, A.; Fukushima, T.; Ariga, K.; Niki, M.; Aida, T. J. Am. Chem. Soc. 2004, 126, 9013
36. Ellison, R. D.; Levy, H. A. Acta Crystallogr. 1965, 19, 260
37. Haque, R.; Reeves, L. W. J. Phys. Chem. 1966, 70, 2753
38. Emsley, J. W.; Phillips, L.; Wray, V. Prog. Nucl. Magn. Reson. Spectrosc. 1977, 10, 83-756
39. Hudlicky, M. J. Fluorine Chem. 1988, 40, 99-108
40. Limbach, H.-H.; Tolstoy, P. M.; Pérez-Hernández, N.; Guo, J.; Shenderovich, I. G.; Denisov, G. S. Isr. J. Chem. 2009, 49, 199
41. Perrin, C. L.; Lau, J. S.; Kim, Y.-J.; Karri, P.; Moore, C.; Rheingold, A. L. J. Am. Chem. Soc. 2009, 131, 13548-13554