Molecular structure of the solvated proton in isolated salts. Short, strong, low barrier (SSLB) H-bonds

Journal of the American Chemical Society

Volumn 124, Issue 46, 2002, Pages 13869-13876

  Stasko, Daniel ^a   Hoffmann, Stephan P ^a   Kim, Kee Chan ^a   Fackler, Nathanael L P ^a   Larsen, Anna S ^a   Drovetskaya, Tatiana ^a   Tham, Fook S ^a   Reed, Christopher A ^a   Rickard, Clifton E F ^b   Boyd, Peter D W ^b   Stoyanov, Evgenii S ^c  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF AUCKLAND   (New Zealand)

^c BORESKOV INSTITUTE OF CATALYSIS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; ETHERS; HYDROGEN BONDS; IMPURITIES; MOLECULAR STRUCTURE; POSITIVE IONS; PROBABILITY DENSITY FUNCTION; PROTONS; THERMODYNAMIC STABILITY;

DONOR SOLVENTS;

SALTS;

ACID; ANION; BENZOPHENONE; BROMINE DERIVATIVE; CARBORANE DERIVATIVE; CATION; CHLORINE DERIVATIVE; ETHER; HYDROGEN; ION; NITROBENZENE; ORGANIC SOLVENT; OXYGEN; PROTON; REAGENT; SOLVENT; TETRAHYDROFURAN; TETRAPHENYLBORON; WATER;

ACIDITY; ARTICLE; ATOM; CALCULATION; CHEMICAL STRUCTURE; DENSITY; HYDROGEN BOND; SOLID STATE; SOLVATION; STRUCTURE ANALYSIS; THEORY; THERMOSTABILITY;

ANIONS; BENZOPHENONES; ETHERS; HYDROGEN BONDING; MODELS, MOLECULAR; NITROBENZENES; PROTONS; SPECTROPHOTOMETRY, INFRARED;

EID: 0037146045     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja012671i     Document Type: Article

References (67)

1. Kramarz K. W.; Norton, J. R. Prog. Inorg. Chem 1994, 42, 1-65.
2. Quadrelli, E. A.: Kraatz, H.-B.; Poli, R. Inorg. Chem. 1996. 35, 5154-5162.
3. Evans, D. R.; Recd, C. A. J. Am. Chem. Soc. 2000, 122, 4660-4667.
4. Lau, Y. K.; Saluja, P. P. S.; Kebarle, P. J. Am. Chem. Soc. 1980, 102, 7429-7433.
5. Larson, J. W.; McMahon, T. B. J. Am. Chem. Soc. 1982, 104, 6255-6261.
6. Klages, F, Gordon, J. E.; Jung, H. A. Chem. Ber. 1965. 98. 3748-3764.
7. Kolthoff, I. M.; Chantooni, M. K. Jr. J. Am. Chem. Soc. 1968, 90, 3320-3326.
8. Olah, G. A.; White, A. M.: O'Brien, D. H. Chem. Rev. 1970. 70, 561-591.
9. Stoyanov, E. S. Phys. Chem. Chem. Phys. 2000, 2, 1137-1145.
10. Reed C. A. Acc. Chem. Cheni. Res. 1998, 31, 133-139.
11. Brookhart, M.; Grant, B.; Volpe, A. F., Jr. Organometallics 1992, 11, 3920-3922.
12. Jutzi, P.: Miller, C.; Stammier, A.; Stammier, H.-G. Organometallics 19, 1442-1444, 2000.
13. Kolesnikov, S. P.: Lyudkovskaya, I. V.; Antipin, M. Y.; Struchkov, Y. T.; Nefedov, O. M. Bull. Acad. Sci. USSR 1985, 34, 74-80.
14. Frydrych, R.; Muschter, T.; Brädgam, I.; Hartl, H. Z. Naturforsch, 1990, 45b, 679-688.
15. James, B. R.; Morris, R. H.; Kvintovics, P. Can. J. Chem. 1986, 64, 897-903.
16. Cartwright P. S.; Gillard, R. D.; Sillanpaa, E. R. J.; Valkonen, J. Polyhedron 1988, 7, 2143-2148.
17. Rudnitskaya, O. V.; Buslaeva, T. M.; Koteneva, N. A.; Stash, A. I. Russ. Chem. Bull. 1994, 43, 1273-1274.
18. Mootz, V. D.; Steffen, M. Z. Anorg. Allg. Chem. 1981, 482, 193-200.
19. Bartmann, K.; Mootz, D. Z. Anorg. Allg. Chem. 1991, 601, 31-40.
20. Laube, T. Chem. Rev. 1998, 98, 1277-1312.
21. Olah, G. A.; Prakash G. K. S.; Sommer, J. Superacids; John Wiley & Sons: New York, 1985.
22. Minkwitz, R.; Reinemann, S. Z. Anorg. Allg. Chem. 1999, 625, 121-125.
23. Bergquist, C.; Bridgewater, B. M.; Harlan, C. J.; Norton, J. R.; Friesner, R. A.; Parkin, G. J. Am. Chem. Soc. 2000, 122, 10581-10590.
24. Farcasiu, D.: Hâncu, D. J. Chem. Soc., Faraday Trans. 1997, 93, 2161-2165.
25. Eigen, M. Angew. Chem., Int. Ed. Engl. 1964, 3, 1-72.
26. Zundel, G.; Shuster, P., Zundel, G. and Sandorfy, G., Ed.: North-Holland Publ. Co.: Amsterdam, 1976; Vol. 2, p 683.
27. Xie, Z.; Bau, R.; Reed, C. A. Inorg. Chem. 1995, 34, 5403-5404.
28. Stoyanov, E. S. Mendeleev Communications 1999, 171-212.
29. Spinner, E. J. Am. Chem. Soc. 1983, 105, 756-761.
30. Rabold, A.; Bauer, R.: Zundel, G. J. Phys. Chem. 1995, 99, 1889-1895.
31. Hibbert, F.; Emsley, J. Adv. Phys. Org. Chem. 1990, 26, 255-379.
32. Perrin, C. L. Science 1994, 266, 1665-1668.
33. Ash E. L.; Sudmeier, J. L.; De Fabo, E. C.; Bachovchin, W. W. Science 1997, 278, 1128-1132.
34. Frey, P. A.; Cleland, W, W, Bioorg. Chem. 1998, 26, 175-192.
35. Perrin, C. L.; Nielson, J. B. J. Am. Chem. Soc. 1997,119, 12734-12741.
36. Howes, A. P.; Jenkins, R.; Smith, M. E.; Crout, D. H. G.: Dupree, R. Chem. Commun. 2001, 1448-1449.
37. Hofacker, G. L.; Marechal, Y. Ratner M. A.; Schuster. P. Zundel, G. and Sandorfy, C., Ed.; North-Holland Publ. Co.: Amsterdam, 1976; Vol. 1, p 295.
38. Romanovski, H.; Sobzik, L. Chem. Phys. 1977, 19, 361.
39. Bratos, S.; Ratajczak, H. J. Phys. Chem. 1982, 73, 78.
40. Tuckerman, M. E.; Marx, D.; Klein, M. L.; Parrinello, M. Science 1997. 275, 817-820.
41. Marx, D.; Tuckerman, M. E.; Hutter, J.; Parrinello, M. Nature 1999, 397, 601-604.
42. Jiang, J.-C.; Wang, Y.-S.; Chang, H.-C.; Lin, S. H.; Lee, Y. T.; Niedner-Schatteburg, G.; Chang, H.-C. J. Am. Chem. Soc. 2000, 122, 1398-1410.
43. Kumar, G. A.; McAllister, M. A. J. Am. Chem. Soc. 1998, 120, 3159-3165.
44. Schiøtt, B.; Iversen, B. B.; Madsen, G. K. H.; Bruice, T. C. J. Am. Chem. Soc. 1998, 120, 12117-12124.
45. Reed, C. A. Fackler, N. L. P.; Kim, K.-C.; Stasko D.; Evans D. R.; Boyd. P. D. W.; Rickard, C. E. F. J. Am. Chem. Soc. 1999, 121, 6314-6315.
46. Reed, C. A.; Kim, K.-C.; Bolskar, R. D.; Mueller L. Science 2000, 289, 101-104.
47. Dreyfuss, P.; Dreyfuss, M. P. Adv. Polymer Sci. 1967, 4, 528-590.
48. Cotton, F. A.; Ilsley, W. H. Inorg. Chem. 1981, 20, 572-578.
49. Librovich, N. B.; Sakun, V. P.; Sokolov, N. D. Chem. Phys. 1979, 39, 351-366.
50. Sokolov, N. D.; Vener, M. V.; Savelev, V. A. J. Mol. Struct. 1988. 177, 93-110.
51. Videnova-Adrabinska, V.; Baran, J.; Ratajczak, H. Spectrochim. Acta A 1986, 42, 641-648.
52. Videnova-Adrabinska, V. J. Mol. Struct. 1990, 237, 367-388.
53. Baran, J.; Ilczyszyn, M. M.; Jakubas, R.: Ratajczak H. J. Mol. Struct. 1991, 246, 1-12.
54. Lanfranchi, M.; Pellinghelli M. A.; Predieri, G.; Bigi, F.; Maggi, R.; Sartori, G. J. Chem. Soc., Dalton Trans. 1993, 9, 1463-1464.
55. Stoyanov, E. S.: Vorob'eva, T. P.; Smirnov. I. V. Zh. Struct. Chim. 2002, accepted for publication.
56. Driessen, W. L.; Van Geldrop, L. M.; Groeneveld, W. L. Rec. Tray. Chim. 1970, 89, 1271.
57. Chang, H.-C.; Jiang, J.-C.; Hahndorf, I.; Lin, S. H.; Lee, Y. T.; Chang, H.-C. J. Am. Chem. Soc. 1999, 121, 4443-4450.
58. Reed, C. A.; Kim, K.-C.; Stoyanov, E. S.; Stasko, D.: Tham, F. S.; Mueller, L. J.; Boyd, P. D. W. J. Am. Chem. Soc., submitted for publication.
59. Platts, J. A.; Howard, S. T.; Bracke, B. R. F. J. Am. Chem. Soc. 1996, 118, 2726-2733.
60. Olah, G. A. Angew. Chem., Int. Ed. Engl. 1993, 32, 767-922.
61. Franken, A.; King, B. T.; Rudolph, J.; Rao, P; Noll, B.C., Michl, J. Collect. Czech. Chem. Commun. 2001, 66, 1238-1249.
62. Plesek, J.; Jelinek, T.; Drdakova, E.; Hermanek, S.; Stibr, B. Collect. Czech. Chem. Commun. 1984, 49, 1559-1562.
63. Jelinek, T.; Baldwin, P.; Scheidt, R. W.; Reed, C. A. Inorg. Chem. 1993, 32, 1982-1990.
64. Stasko, D.; Reed, C. A. J. Am. Chem. Soc. 2002, 124, 1148-1149.
65. Perrin, D. D.; Armarego, W. L. F.; Perrin, D. R. Laboratory Chemicals; 2nd Ed.; Pergamon Press Ltd.: Sydney, 1980.
66. Larsen, A. S.; Tham, F. S.;: Reed, C. A. J. Am. Chem. Soc. 2000, 122, 7264-7272.
67. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.: Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam. J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala. P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman. J. B.: Cioslowski J.; Ortiz, J. V.; Stefanov B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez. C.: Challacombe M.; Gill P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A., Gaussian 98, Revision A.7; Gaussian, Inc.: Pittsburgh, PA, 1998.