Molecular tweezers as receptors for anions: An energetic and topological study

Journal of Molecular Structure: THEOCHEM

Volumn 854, Issue 1-3, 2008, Pages 1-9

  Mandado, Marcos ^a   Hermida Ramón, Jose M ^a   Estévez, Carlos M ^a  

^a UNIVERSITY OF VIGO   (Spain)

Author keywords

Anion interactions; Binding energy; Molecular tweezers; QTAIM

Indexed keywords

EID: 40849135608     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2007.12.024     Document Type: Article

References (42)

1. Vögtle F. Supramolecular Chemistry (1993), John Willey & Sons Ltd
2. Meyer E.A., Castellano R.K., and Diederich F. Angew. Chem. Int. Ed. 42 (2003) 1210
3. Kim K.S., Tarakeshwar P., and Lee J.Y. Chem. Rev. 100 (2000) 4145
4. Bianchi A., Bowman-James K., and Garci{dotless}́a-España E. Supramolecular Chemistry of Anions (1997), Wiley & Sons Inc.
5. C.F. Mason, In Biology of Freshwater Pollution, vol. 2, Longman, Harlow, UK, 1991.
6. Kubota K. Radiochim. Acta. 63 (1993) 91
7. Kaufmann D.E., and Otten A. Angew. Chem. Int. Ed. Engl. 33 (1994) 1832
8. Alkorta I., Rozas I., and Elguero J. J. Fluorine Chem. 101 (2000) 233
9. Danten Y., Tassaing T., and Besnard M. J. Phys. Chem. A 103 (1999) 3530
10. Gallivan J.P., and Dougherty D.A. Org. Lett. 1 (1999) 103
11. Quiñonero D., Garau C., Rotger C., Frontera A., Ballester P., Costa A., and Deyà P.M. Angew. Chem. Int. Ed. 41 (2002) 3389
12. Mascal M., Amstrong A., and Bartberger M. J. Am. Chem. Soc. 124 (2002) 6274
13. Alkorta I., Rozas I., and Elguero J. J. Am. Chem. Soc. 124 (2002) 8593
14. Kim D., Tarakeshwar P., and Kim K.S. J. Phys. Chem. A 108 (2004) 1250
15. Garau C., Frontera A., Quiñonero D., Ballester P., Costa A., and Deyà P.M. J. Chem. Phys. A 108 (2004) 9423
16. Quiñonero D., Garau C., Frontera A., Ballester P., Costa A., and Deyà P.M. J. Phys. Chem. A 109 (2005) 4632
17. Garau C., Frontera A., Ballester P., Quiñonero D., Costa A., and Deyà P.M. Eur. J. Org. Chem. (2005) 179-183
18. Hermida-Ramón J.M., and Estévez C.M. Chem. Eur. J 13 (2007) 4743
19. Berryman O.B., Bryantsev V.S., Stay D.P., Johnson D.W., and Hay B.P. J. Am. Chem. Soc. 129 (2007) 48
20. Chen C.W., and Whitlock H.W. J. Am. Chem. Soc. 100 (1978) 4921
21. Zimmermann S.C. Top. Curr. Chem. 165 (1993) 71
22. Kurebayashi H., Haino T., Usui S., and Fukazawa Y. Tetrahedron 57 (2001) 8667
23. Harmata M. Acc. Chem. Res. 37 (2004) 862
24. Klärner F.G., and Kahlert B. Acc. Chem. Res. 36 (2003) 919
25. Klärner F.G., Polkowska J., Panitzky J., Seelbach U.P., Burkert U., Kamieth M., Baumann M., Wigger A.E., Boese R., and Blässer A.D. Eur. J. Org. Chem. (2004) 1405
26. Marchioni F., Juris A., Lobert M., Seelbach U.P., Kahlert B., and Klärner F.G. New J. Chem 29 (2005) 780
27. Klärner F.G., Panitzky J., Preda D., and Scott L.T. J. Mol. Model 6 (2000) 318
28. R.F.W. Bader, Atoms in Molecules - A Quantum Theory, International Series of Monographs on Chemistry, vol. 22, Oxford University Press, Oxford, 1990.
29. Boys S.F., and Bernardi F. Mol. Phys. 19 (1978) 553
30. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision C.02, Gaussian, Inc., Wallingford, CT, 2004.
31. LaJohn L.A., Christiansen P.A., Ross P.B., Atashroo T., and Ermier W.C. J. Chem. Phys. 87 (1987) 2812
32. R.F.W. Bader et al. AIMPAC: A suite of programs for the AIM theory, McMaster University, Hamilton ON.
33. Mandado M., González-Moa M.J., and Mosquera R.A. J. Comput. Chem. 28 (2007) 127
34. Zhao Y., and Truhlar D.G. J. Phys. Chem. A 108 (2004) 6908
35. Interaction energy corrected with the iodine energy calculated using the complex basis set placed according to the MPW1B95 optimized geometry.
36. Howard S.T., and Krygowski T.M. Can. J. Chem. 75 (1997) 1174
37. Mandado M., Bultinck P., González-Moa M.J., and Mosquera R.A. Chem. Phys. Lett. 433 (2006) 5
38. Besler B.H., Merz Jr. K.M., and Kollman P.A. J. Comput. Chem. 11 (1990) 431
39. Mulliken R.S. J. Chem. Phys. 23 (1955) 1833
40. It was not possible to obtain an accurate definition of the interatomic surfaces for the iodine anion in the complexes studied. Thus, the integrated error function, L(Ω), displayed unacceptable values for this atom and no precise atomic charges were obtained in this case.
41. Jensen F. Introduction to Computational Chemistry. 2th ed. (1999), John Wiley & Sons
42. Ponec R., and Cooper D.L. J. Mol. Struct. (THEOCHEM) 727 (2005) 133