Carbon-carbon weak interactions

Journal of Physical Chemistry A

Volumn 113, Issue 29, 2009, Pages 8387-8393

  Alkorta, Ibon ^a   Blanco, Fernando ^a   Elguero, José ^a   Dobado, José A ^b   Ferrer, Santiago Melchor ^b   Vidal, Isaac ^b  

^a INSTITUTO DE QUÍMICA MÉDICA   (Spain)

^b UNIVERSITY OF GRANADA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ATOMS-IN-MOLECULES ANALYSIS; CARBON ATOMS; CCSD; COMPUTATIONAL LEVEL; DFT AND AB INITIO; ELECTRON-DEFICIENT; ELECTRON-LOCALIZATION-FUNCTION ANALYSIS; INTERACTION ENERGIES; NATURAL ENERGY; STABLE COMPLEXES; THEORETICAL STUDY; WEAK INTERACTIONS;

ATOMS;

ACETYLENE; CARBENE; CARBON; CARBON DIOXIDE; CARBON MONOXIDE; CARBON SULFIDE; CYANIC ACID DERIVATIVE; CYANOGEN; DRUG DERIVATIVE; ETHYLENE; ETHYLENE DERIVATIVE; INORGANIC COMPOUND; ISOCYANATE; METHANE; NITRILE; SULFIDE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; ELECTRON; QUANTUM THEORY;

ACETYLENE; CARBON; CARBON COMPOUNDS, INORGANIC; CARBON DIOXIDE; CARBON MONOXIDE; CYANATES; ELECTRONS; ETHYLENES; METHANE; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NITRILES; QUANTUM THEORY; SULFIDES;

EID: 67650787191     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp903016e     Document Type: Article

References (55)

1. Knop, O.; Boyd, R. J.; Choi, S. C. J. Am. Chem. Soc. 1988, 110, 7299.
2. Espinosa, E.; Alkorta, I.; Elguero, J.; Molins, E. J. Chem. Phys. 2002, 111, 5529.
3. Alkorta, I.; Barrios, L.; Rozas, I.; Elguero, J. J. Mol Struct.: THEOCHEM 2000, 496, 131.
4. Vidal, I; Melchor, S.; Dobado, J. A. J. Phys. Chem. A 2008, 112, 3414.
5. Huntley, D. R.; Markopoulos, G.; Donovan, P. M.; Scott, L. T.; Hoffmann, R. Angew. Chem., Int. Ed. 2005, 44, 7549.
6. Mo, Y. Org. Lett. 2006, 8, 535.
7. Kawai, H.; Takeda, T.; Fujiwara, K.; Wakeshima, M.; Hinatsu, Y.; Suzuki, T. Chem-Eur. J. 2008, 14, 5780.
8. Vreven, T.; Morokuma, K. J. Phys. Chem. A 2002, 106, 6167.
9. Matsunaga, N.; Rogers, D. W.; Zavitsas, A. A. J. Org. Chem. 2003, 68, 3158.
10. Zavitsas, A. A. J. Phys. Chem. A 2003, 107, 897.
11. Cao, C.; Yuan, H. J. Chem. Inf. Comput. Sci. 2003, 43, 600.
12. Frenette, M.; Aliaga, C.; Font-Sanchis, E.; Scaiano, J. C. Org. Lett. 2004, 6, 2579.
13. Alkorta, I.; Elguero, J. Chem. Phys. Lett. 2006, 425, 221.
14. Alkorta, I.; Elguero, J. Chem. Phys. Lett. 2006, 429, 58.
15. Lyssenko, K. A.; Antipin, M. Y.; Lebedev, V. N. Inorg. Chem. 1998, 37, 5834.
16. Oliva, J. M.; Allan, N. L.; Schleyer, P. v. R.; Viñas, C.; Teixidor, F. J. Am. Chem. Soc. 2005, 127, 13538.
17. González Moa, M. J.; Mandado, M.; Mosquera, R. A. J. Phys. Chem. A 2007, 111, 1998.
18. Quiñonero, D.; Frontera, A.; Deyà, P. M.; Alkorta, I.; Elguero, J. Chem. Phys. Lett. 2008, 460, 406.
19. Alkorta, I.; Rozas, I.; Elguero, J. J. Org. Chem. 1997, 62, 4687.
20. Alkorta, I.; Rozas, I.; Elguero, J. J. Am. Chem. Soc. 2002, 124, 8593.
21. Novoa, J. J.; Lafuente, P.; Sesto, R. E. D.; Miller, J. S. Angew. Chem., Int. Ed. 2001, 40, 2540.
22. Sesto, R. E. D.; Miller, J. S.; Lafuente, P.; Novoa, J. J. Chem-Eur. J. 2002, 8, 4894.
23. Garcia-Yoldi, I.; Mota, F.; Novoa, J. J. J. Comput. Chem. 2007, 28, 326.
24. Miller, J. S.; Novoa, J. J. Acc Chem. Res. 2007, 40, 189.
25. Zhao, Y.; Schultz, N. E.; Truhlař, D. G. J. Chem. Theory Comput. 2006, 2, 364.
26. Frisch, M. J.; Pople, J. A.; Binkley, J. S. J. Chem. Phys. 1984, 80, 3265.
27. (a) Zhao, Y.; Truhlar, D. G. J. Phys. Chem. C 2008, 112, 6860.
28. (b) Zhao, Y.; Truhlař, D. G. Acc Chem. Res. 2008, 112, 157.
29. Møller, C.; Plesset, M. S. Phys. Rev. 1934, 46, 618.
30. Dunning, T. H. J. Chem. Phys. 1989, 90, 1007.
31. Pople, J. A.; Head-Gordon, M.; Raghavachari, K. J. Chem. Phys. 1987, 87, 5968.
32. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; 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, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03; Gaussian, Inc.: Wallingford, CT, 2004.
33. Dunning, T. H. J. Phys. Chem. A 2000, 104, 9062.
34. Bene, J. E. D.; Shavitt, I. In Molecular Interactions: From Van der Waals to Strongly Bound Complexes; Scheiner, S., Ed.; Wiley: Sussex, 1997;p 157.
35. Boys, S. F.; Bernardi, F. Mol. Phys. 1970, 19, 553.
36. Bader, R. F. W. Atoms in Molecules: A Quantum Theory; Clarendon Press: Oxford, 1990.
37. Biegler-König, F. W.; Bader, R. F. W.; Tang, T. H. J. Comput. Chem. 1982, 3, 317.
38. Popelier, P. L. A. with a contribution from Bone, R. G. A. MORPHY98, a topological analysis program, 0.2 ed.; University of Manchester Institute of Science and Technology: Manchester, England, 1999.
39. Alkorta, I.; Picazo, O. Arkivoc 2005, ix, 305.
40. Silvi, B.; Savin, A. Nature 1994, 371, 683.
41. (a) Noury, S.; Krokidis, X.; Fuster, F.; Silvi, B. ToPMoD; Université Pierre et Marie Curie: Paris, 1999.
42. (b) Noury, S.; Krokidis, X.; Fuster, F.; Silvi, B. Comput. Chem. 1999, 23, 597.
43. (c) Matito, E.; Silvi, B.; Duran, M.; Sola, M. J. Chem. Phys. 2006, 125, 024301.
44. Pepcke, E.; Lyons, J. SciAn 1.2; Florida State University: Tallahassee, FL, 1996.
45. Weinhold, F.; Landis, C. R. Valency and Bonding. A Natural Bond Orbital Donor-Acceptor Perspective; Cambridge Press: Cambridge, 2005.
46. Glendening, E. D.; Badenhoop, J. K.; Reed, A. E.; Carpenter, J. E.; Bohmann, J. A.; Morales, C. M.; Weinhold, F. NBO 5.G; University of Wisconsin: Madison, WI, 2004.
47. Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Nguyen, K. A.; Su, S. J.; Windus, T. L.; Dupuis, M.; Montgomery, J. A. Gamess, version 11; Iowa State University: Ames, IA, 2008.
48. Leopold, K. R.; Fraser, G. T.; Klemperer, W. J. Chem. Phys. 1984, 80, 1039.
49. Venayagamoorthy, M.; Ford, T. A. J. Mol. Struct: THEOCHEM 2005, 717, 111.
50. Rozas, I.; Alkorta, I.; Elguero, J. J. Phys. Chem. A 1997, 101, 9457.
51. Prieto, P.; de la Hoz, A.; Alkorta, I.; Rozas, I.; Elguero, J. Chem. Phys. Lett. 2001, 350, 325.
52. Bone, R. G. A.; Bader, R. F. W. J. Phys. Chem. 1996, 100, 10892.
53. Mata, I.; Alkorta, I.; Espinosa, E.; Moulins, E.; Elguero, J. Topological Properties of the Electron Distribution in Hydrogen Bonded Systems. In The Quantum Theory of Atoms in Molecules; Matta, C. F., Boyd, R. J., Eds.; Wiley-VCH: Weinheim, Germany, 2007.
54. Dominiak, P. M.; Makal, A.; Mallinson, P. R.; Trzinska, K.; Eilmes, J.; Grech, E.; Chruszcz, M.; Minor, W.; Wozniak, K. Chem,-Eur. J. 2006, 12, 1941.
55. Nakanishi, W.; Nakamoto, T.; Hayashi, S.; Sasamori, T.; Tokito, N. Chem.-Eur. J. 2007, 13, 225.