Molecular quantum similarity of enantiomers: Substituted allenes

Journal of Physical Chemistry A

Volumn 110, Issue 29, 2006, Pages 9267-9272

  Janssens, Sara ^a   Boon, Greet ^a   Geerlings, Paul ^a  

^a VRIJE UNIVERSITEIT BRUSSEL   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; CARRIER CONCENTRATION; HOLOGRAPHY; MOLECULAR STRUCTURE; OPTICAL PROPERTIES; STEREOCHEMISTRY; THEOREM PROVING;

ASYMMETRIC CARBON ATOM; ELECTRON DENSITY THEOREM; HIRSHFELD PARTITIONING; MEZEY'S HOLOGRAPHIC ELECTRON DENSITY THEOREM;

QUANTUM THEORY;

ALKADIENE;

ARTICLE; CHEMISTRY; COMPUTER SIMULATION; GAS; STEREOISOMERISM;

ALKADIENES; COMPUTER SIMULATION; GASES; STEREOISOMERISM;

EID: 33746902356     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp061312c     Document Type: Article

References (39)

1. Rouvray, D. H. In Concepts and Applications of Molecular Similarity; Johnson, M. A., Maggiora, G. M., Eds.; Wiley-Interscience: New York, 1990; p 15.
2. Mishra, P. C.; Kumar, A. In Molecular Electrostatic Potentials: Concepts and Applications, Theoretical and Computational Chemistry, Murray, J. S., Sen, K., Eds.; Elsevier: Amsterdam, 1996; Vol. 3.
3. Carbó, R.; Arnau, M.; Leyda, L. Int. J. Quantum Chem. 1980, 17, 1185.
4. Hodgkin, E. E.; Richards, W. G. Int. J. Quantum Chem. 1987, 14, 105.
5. Bonaccorsi, R.; Scrocco, E.; Tomasi, J. J. Chem. Phys. 1970, 52, 5270.
6. Parr, R. G.; Yang, W. In Density-Functional Theory of Atoms and Molecules; Oxford University Press and Clarendon Press: New York and Oxford, U.K., 1989.
7. Geerlings, P.; De Proft, F.; Langenaeker, W. Chem. Rev. 2003, 103, 1793.
8. Boon, G.; Van Alsenoy, C.; De Proft, F.; Bultinck, P.; Geerlings, P. J. Phys. Chem. A 2003, 107, 11120.
9. Geerlings, P.; Boon, G.; Van Alsenoy, C.; De Proft, F. Int. J. Quantum Chem. 2005, 101, 722.
10. Boon, G.; Van Alsenoy, C.; De Proft, F.; Bultinck, P.; Geerlings, P. J. Mol. Struct. (THEOCHEM) 2005, 727 (R. Carbó Volume), 49.
11. Boon, G.; Van Alsenoy, C.; De Proft, F.; Bultinck, P.; Geerlings, P. J. Phys. Chem. A 2006, 110, 5114.
12. Zabrodsky, H.; Avnir, D. J. Am. Chem. Soc. 1995, 117, 462.
13. Alvarez, S.; Alemany, P.; Avnir, D. Chem. Soc. Rev. 2005, 34, 313 and references therein.
14. Hirshfeld, F. L. Theor. Chim. Acta 1977, 44, 129.
15. Mezey, P. G. Mol. Phys. 1999, 96, 169.
16. Mezey, P. G.; Ponec, R.; Amat, L.; Carbó-Dorca, R. Enantiomer 1999, 4, 371.
17. Runge, W. In The Chemistry of Ketenes, Allenes and Related Compounds; Patai, S., Ed.; Wiley: New York, 1980; Part 1, p 99.
18. Bultinck, P.; Gironés, X.; Carbó-Dorca, R. Rev. Comput. Chem. 2005, 21, 127.
19. Parr, R. G.; Bartolotti, L. J. J. Phys. Chem. 1983, 87, 2810.
20. Ayers, P. W. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 1959.
21. De Proft, F.; Ayers, P. W.; Sen, K. D.; Geerlings, P. J. Chem. Phys. 2004, 120, 9969.
22. Geerlings, P.; De Proft, F.; Ayers, P. W. In Theoretical Aspects of Chemical Reactivity, Theoretical and Computational Chemistry; Toro Labbé, A., Ed.; Elsevier: Amsterdam; Vol. 16 (in press).
23. Gironés, X.; Robert, D.; Carbó-Dorca, R. J. Comput. Chem. 2001, 22, 255.
24. Bultinck, P.; Kuppens, T.; Gironés, X.; Carbó-Dorca, R. J. Chem. Inf. Comput. Sci. 2003, 43, 1143.
25. Bultinck, P.; Carbó-Dorca, R.; Van Alsenoy, C. J. Chem. Inf. Comput. Sci. 2003, 43, 1208.
26. Amat, L.; Carbó-Dorca, R. Int. J. Quantum Chem. 2002, 87, 59.
27. Constans, P.; Carbó-Dorca, R. J. Chem. Inf. Comput. Sc. 1995, 35, 1046.
28. Constans, P.; Amat, L.; Carbó-Dorca, R. J. Comput. Chem. 1997, 18, 826.
29. Rousseau, B.; Peeters, A.; Van Alsenoy, C. Chem. Phys. Lett. 2000, 324, 189.
30. Van Alsenoy, C.; Peeters, A. J. Mol. Struct. (THEOCHEM) 1993, 105, 19.
31. 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.; 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, revision B.03; Gaussian, Inc.: Pittsburgh, PA, 2003.
32. Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
33. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
34. Krishnan, R.; Frisch, M. J.; Pople, J. A. J. Chem. Phys. 1980, 72, 4244.
35. Stephens, P. J.; Devlin, F. J.; Cheeseman, J. R.; Frisch, M. J.; Mennucci, B.; Tomasi, J. Tetrahedron: Asymmetry 2000, 11, 2443.
36. Spartan Dec Version 5.1.3 X11.
37. Halgren, T. A. J. Comput. Chem. 1996, 17, 490.
38. Eliel, E. L.; Wilen, S. H.; Mander, L. N. Stereochemistry of Organic Compounds; Wiley: New York, 1994; p 1119.
39. Ruud, K.; Helgaker, T. Chem. Phys. Lett. 2002, 352, 533.