Effect of the π-π Stacking interaction on the acidity of phenol

Chemical Physics Letters

Volumn 407, Issue 4-6, 2005, Pages 504-509

  Olasz, András ^a   Mignon, Pierre ^b   De Proft, Frank ^b   Veszprémi, Tamás ^a   Geerlings, Paul ^b  

^a BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

^b VRIJE UNIVERSITEIT BRUSSEL   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDITY; BENZENE; BINDING ENERGY; CORRELATION METHODS; CRYSTAL STRUCTURE; DNA; FINITE DIFFERENCE METHOD; HYDROGEN BONDS; KINETIC ENERGY; POTENTIAL ENERGY; PROBABILITY DENSITY FUNCTION; STACKING FAULTS;

DENSITY FUNCTIONAL THEORY (DFT); ELECTROSTATIC INTERACTIONS; MOLECULAR ELECTROSTATIC POTENTIAL (MEP); STACKING INTERACTIONS;

PHENOLS;

EID: 18244406013     PISSN: 00092614     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cplett.2005.03.145     Document Type: Article

References (35)

1. G.B. McGaughey, M. Gagne, and A.K. Rappe J. Biol. Chem. 273 1998 15458
2. M.O. Sinnokrot, E.F. Valeev, and C.D. Sherrill J. Am. Chem. Soc. 124 2002 10887
3. M.O. Sinnokrot, and C.D. Sherrill J. Am. Chem. Soc. 126 2004 7690
4. P. Mignon, S. Loverix, F. De Proft, and P. Geerlings J. Phys. Chem. A 108 2004 6038
5. P. Mignon, S. Loverix, and P. Geerlings Chem. Phys. Lett. 401 2005 40
6. P. Mignon, S. Loverix, J. Steyaert, and P. Geerlings Nucleic Acids Res. 33 2005 1779
7. W. Versees, S. Loverix, A. Vandemeulebroucke, P. Geerlings, and J. Steyaert J. Mol. Biol. 338 2004 1
8. C. Ibarra, B.S. Nieslanik, and W.M. Atkins Biochemistry 40 2001 10614
9. P. Geerlings, F. De Proft, and W. Langenaeker Chem. Rev. 103 2003 1793
10. A. Baeten, F. DeProft, and P. Geerlings Int. J. Quantum Chem. 60 1996 931
11. A. Baeten, D. Maes, and P. Geerlings J. Theor. Biol. 195 1998 27
12. G. Roos, S. Loverix, F. De Proft, L. Wyns, and P. Geerlings J. Phys. Chem. A 107 2003 6828
13. G. Roos, J. Messens, S. Loverix, L. Wyns, and P. Geerlings J. Phys. Chem. B 108 2004 17216
14. P. Hobza, and J. Sponer J. Am. Chem. Soc. 124 2002 11802
15. S.F. Boys, and F. Bernardi Mol. Phys. 10 1970 553
16. A.J. Stone Chem. Phys. Lett. 83 1981 233
17. A.J. Stone, A. Dullweber, M.P. Hodges, P.L.A. Popelier, and D.J. Wales Orient, a program for studying interactions between molecules version 3.2 1995 University of Cambridge
18. A.J. Stone, and M. Alderton Mol. Phys. 56 1985 1047
19. W.L. Jorgensen, and J.M. Briggs J. Am. Chem. Soc. 111 1989 4190
20. C. Lim, D. Bashford, and M. Karplus J. Phys. Chem. 95 1991 5610
21. M.J. Potter, M.K. Gilson, and J.A. McCammon J. Am. Chem. Soc. 116 1994 10298
22. M. Perakyla Chem. Commun. (Cambridge) 1996 361
23. M. Perakyla PCCP Phys. Chem. Chem. Phys. 1 1999 5643
24. CRC Handbook of Chemistry and Physics, CRC press, Inc., 1994
25. F. De Proft, W. Langenaeker, and P. Geerlings Tetrahedron 51 1995 4021
26. M. Berkowitz J. Am. Chem. Soc. 109 1987 4823
27. S.K. Ghosh Chem. Phys. Lett. 172 1990 77
28. M.K. Harbola, P.K. Chattaraj, and R.G. Parr Israel J. Chem. 31 1991 395
29. W. Langenaeker, F. De Proft, and P. Geerlings J. Phys. Chem. 99 1995 6424
30. F. De Proft, S. Liu, and R.G. Parr J. Chem. Phys. 107 1997 3000
31. M.J. Frisch Gaussian 03, Revision A.1 2003 Gaussian Inc. Pittsburgh, PA
32. S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami, and K. Tanabe J. Am. Chem. Soc. 124 2002 104
33. M.O. Sinnokrot, and C.D. Sherrill J. Phys. Chem. A 107 2003 8377
34. C.A. Hunter, and J.K.M. Sanders J. Am. Chem. Soc. 112 1990 5525
35. S. Liu, F. De Proft, and R.G. Parr J. Phys. Chem. A 101 1997 6991