C-H bond-shortening upon hydrogen bond formation: Influence of an electric field
Molecular orbital calculations on methane, acetylene, and HCN in electric fields of various strengths have been performed at the HF/D95** level. The molecules were oriented in the field so that one C-H bond was aligned with the field in the direction appropriate for a stabilizing polarization of tha...
| Autor principal: | |
|---|---|
| Otros Autores: | , |
| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
| Publicado: |
2001
|
| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
| Aporte de: | Registro referencial: Solicitar el recurso aquí |
| LEADER | 06644caa a22007577a 4500 | ||
|---|---|---|---|
| 001 | PAPER-2026 | ||
| 003 | AR-BaUEN | ||
| 005 | 20250204092653.0 | ||
| 008 | 190411s2001 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-0035902324 | |
| 030 | |a JPCAF | ||
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 100 | 1 | |a Masunov, A. | |
| 245 | 1 | 0 | |a C-H bond-shortening upon hydrogen bond formation: Influence of an electric field |
| 260 | |c 2001 | ||
| 270 | 1 | 0 | |m Dannenberg, J.J.; Department of Chemistry, City University of New York, Hunter College and Graduate School, 695 Park Avenue, New York, NY 10021, United States |
| 504 | |a Jeffrey, G.A., (1997) An Introduction to Hydrogen Bonding, p. 11. , Oxford University Press: New York | ||
| 504 | |a Aakeroy, C.B., Sneddon, K.R., (1993) Chem. Soc. Rev., p. 397 | ||
| 504 | |a Steiner, T., (1996) Cryst. Rev., 6, p. 1 | ||
| 504 | |a Desiraju, G.R., (1991) Acc. Chem. Res., 24, p. 290 | ||
| 504 | |a Popelier, P.L.A., Bader, R.F.W., (1992) Chem. Phys. Lett., 189, p. 542 | ||
| 504 | |a Vizioli, C., Ruiz De Azúa, M.C., Giribet, C.G., Contreras, R.H., Turi, L., Dannenberg, J.J., Rae, I.D., Lazzeretti, P., (1994) J. Phys. Chem., 98, p. 8858 | ||
| 504 | |a Giribet, C.G., Vizioli, C.V., Ruiz De Azúa;, Contreras, R.H., Dannenberg, J.J., Masunov, A., (1996) J. Chem. Soc., Faraday Trans., 92, p. 3029 | ||
| 504 | |a Contreras, R.H., Peralta, J.E., (2000) Prog. Nucl. Magn. Spectrosc., 34, p. 321 | ||
| 504 | |a Afonin, A.V., Vashchenko, A.V., Fujiwara, H., (1996) Bull. Em. Oc. Jpn., 69, p. 933 | ||
| 504 | |a Afonin, A.V., Vashchenko, A.V., Takagi, T., Kimura, A., Fujiwara, H., (1999) Can. J. Chem., 77, p. 416 | ||
| 504 | |a Satonaka, H., Abe, K., Hirota, M., (1987) Bull. Chme. Soc. Jpn., 60, p. 953 | ||
| 504 | |a Satonaka, H., Abe, K., Hirota, M., (1988) Bull. Clime. Soc. Jpn., 61, p. 2031 | ||
| 504 | |a Alfonin, A.V., Andriyankov, M.A., (1988) Zh. Org. Khim., 24, p. 1034 | ||
| 504 | |a Alfonin, A.V., Sigalov, M.V., Kurastova, S.E., Aliev, I.A., Vaschenko, A.V., Trofimov, B.A., (1990) Magn. Reson. Chem., 28, p. 580 | ||
| 504 | |a Hobza, P., Havlas, Z., (2000) Chem. Rev., 100, p. 4253 | ||
| 504 | |a Pinchas, S., (1957) Anal. Chem., 29, p. 234 | ||
| 504 | |a (1963) J. Phys. Chem., 67, p. 1862 | ||
| 504 | |a Hermansson, K., (1993) Internat. J. Quantum Chem., 45, p. 747 | ||
| 504 | |a De Kowalewski, D.G., Kowalewski, V.J., Peralta, J.E., Eskuche, G., Contreras, R.H., Esteban, A.L., Galache, Y.E., Díez, M.P., (1999) Magn. Reson. Chem., 37, p. 227 | ||
| 504 | |a note; Szczesniak, M.M., Chalasinski, G., Cybulski, S.M., Cieplak, P., (1993) J. Chem. Phys., 98, p. 3078 | ||
| 504 | |a Turi, L., Dannenberg, J.J., (1993) J. Phys. Chem., 97, p. 7899 | ||
| 504 | |a Dannenberg, J.J., Haskamp, L., Masunov, A., (1999) J. Phys. Chem. A, p. 7083 | ||
| 504 | |a Frisch, M.J., Trucks, G.W., Schlegel, H.B., Gill, P.M.W., Johnson, B.G., Robb, M.A., Cheesman, J.R., Pople, J.A., (1998) Gaussian 98, , Revisions A3 and A7 Gaussian, Inc., Pittsburgh, PA | ||
| 504 | |a Schmidt, M.W., Baldridge, K.K., Boatz, J.A., Elbert, S.T., Gordon, M.S., Jensen, J.J., Koseki, S., Montgomery, J.A., (1993) J. Comput. Chem., 14, pp. 1347-1363 | ||
| 504 | |a Glendening, E.D., Reed, A.E., Carpenter, J.E., Weinhold, F., NBO version 3.1 Gaussian 98, , as programed | ||
| 504 | |a Bader, R.F.W., (1990) Atoms in Molecules - A Quantum Theory, , Oxford University Press: Oxford, U. K | ||
| 504 | |a Masunov, A., (1999), p. 102. , Ph.D. Thesis, City University of New York; Coulson, C.A., (1959) Hydrogen Bonding, pp. 339-360. , Hadzi, D., Ed.; Perganon Press: New York | ||
| 504 | |a Cubero, E., Orozco, M., Hobza, P., Luque, F.J., (1999) J. Phys. Chem. A, 103, p. 6394 | ||
| 504 | |a Perrin, C.L., (1991) J. Am. Chem. Soc., 113, p. 2865 | ||
| 506 | |2 openaire |e Política editorial | ||
| 520 | 3 | |a Molecular orbital calculations on methane, acetylene, and HCN in electric fields of various strengths have been performed at the HF/D95** level. The molecules were oriented in the field so that one C-H bond was aligned with the field in the direction appropriate for a stabilizing polarization of that bond. Although the C-H bonds of acetylene and HCN lengthen as the field increases, that of methane shortens until the field reaches 0.02 au then lengthens as the field is further increased. Electron density analyses using three different methods (Mulliken populations, Natural Bond Orbitals, and Atoms in Molecules) all show a shift of electron density from the putative H-bonding hydrogen toward the bulk of the molecule (although they disagree with each other in several other ways). We interpret the data to suggest that the hydrogen in methane is electron rich with respect to the carbon (in contrast to those of HCN and acetylene). At small electric fields, electron density from the hydrogen moves into the C-H bond, both strengthening and shortening it. When the electric field increases beyond 0.02 au, net electron density starts to move from the C-H bond toward the carbon causing the bond to begin to weaken and lengthen. The C-H bonds of HCN and acetylene both lengthen as the field is increased. The behavior of all three molecules in the fields is sufficient to explain their H-bonding behavior. |l eng | |
| 593 | |a Department of Chemistry, City University of New York, Hunter College and the Graduate School, 695 Park Avenue, New York, NY 10021, United States | ||
| 593 | |a Departamento de Fisica, Fac. de Sc. Exactas y Naturales, Pab. I, 1428, Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a ACETYLENE |
| 690 | 1 | 0 | |a CARRIER CONCENTRATION |
| 690 | 1 | 0 | |a ELECTRIC FIELD EFFECTS |
| 690 | 1 | 0 | |a METHANE |
| 690 | 1 | 0 | |a POLARIZATION |
| 690 | 1 | 0 | |a MOLECULAR ORBITALS |
| 690 | 1 | 0 | |a HYDROGEN BONDS |
| 700 | 1 | |a Dannenberg, J.J. | |
| 700 | 1 | |a Contreras, Rubén Horacio | |
| 773 | 0 | |d 2001 |g v. 105 |h pp. 4737-4740 |k n. 19 |p J Phys Chem A |x 10895639 |t Journal of Physical Chemistry A | |
| 856 | 4 | 1 | |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-0035902324&doi=10.1021%2fjp0043470&partnerID=40&md5=ecbcaaf48f78ad7b24d50fbca1e31ff2 |x registro |y Registro en Scopus |
| 856 | 4 | 0 | |u https://doi.org/10.1021/jp0043470 |x doi |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_10895639_v105_n19_p4737_Masunov |x handle |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10895639_v105_n19_p4737_Masunov |x registro |y Registro en la Biblioteca Digital |
| 961 | |a paper_10895639_v105_n19_p4737_Masunov |b paper |c PE | ||
| 962 | |a info:eu-repo/semantics/article |a info:ar-repo/semantics/artículo |b info:eu-repo/semantics/publishedVersion | ||
| 963 | |a VARI | ||