Revisiting NMR through-space J FF spin-spin coupling constants for getting insight into proximate F-F interactions
At present times it is usual practice to mark biological compounds replacing an H for an F atom to study, by means of 19F NMR spectroscopy, aspects such as binding sites and molecular folding features. This interesting methodology could nicely be improved if it is known how proximity interactions on...
| Autor principal: | |
|---|---|
| Otros Autores: | , , |
| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
| Publicado: |
American Chemical Society
2014
|
| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
| Aporte de: | Registro referencial: Solicitar el recurso aquí |
| LEADER | 09159caa a22007937a 4500 | ||
|---|---|---|---|
| 001 | PAPER-14163 | ||
| 003 | AR-BaUEN | ||
| 005 | 20250204085821.0 | ||
| 008 | 190411s2014 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-84904333441 | |
| 030 | |a JPCAF | ||
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 100 | 1 | |a Contreras, Rubén Horacio | |
| 245 | 1 | 0 | |a Revisiting NMR through-space J FF spin-spin coupling constants for getting insight into proximate F-F interactions |
| 260 | |b American Chemical Society |c 2014 | ||
| 270 | 1 | 0 | |m Ducati, L.C.; Institute of Chemistry, University of Sao Paulo -USP, P.O. Box 26077, 05513-970 Sao Paulo SP, Brazil; email: ducati@iq.usp.br |
| 504 | |a Kreutz, Z., Micura, R., (2008) Modified Nucleosides in Biochemistry, Biotechnology and Medicine, p. 3. , Herdewijn, P. Wiley VCH Verlag GmbH & Co, KGaA: Weinheim, Germany, Chapter 1 | ||
| 504 | |a Mallory, F.B., Mallory, C.W., Butler, K.E., Lewis, M.B., Xia, A.Q., Luzik Jr., E.D., Fredenburgh, L.E., Chirlian, L.E., Nuclear spin-spin coupling via nonbonded interactions. 8. The distance dependence of through-space fluorine-Fluorine coupling (2000) Journal of the American Chemical Society, 122 (17), pp. 4108-4116. , DOI 10.1021/ja993032z | ||
| 504 | |a Castillo, N., Matta, C.F., Boyd, R.J., Fluorine -Fluorine spin -Spin coupling constants in aromatic compounds: Correlations with the delocalization index and with the internuclear separation (2005) Journal of Chemical Information and Modeling, 45 (2), pp. 354-359. , DOI 10.1021/ci0497051 | ||
| 504 | |a Peralta, J.E., Barone, V., Contreras, R.H., Zaccari, D.G., Snyder, J.P., Through-bond and through-space JFF spin-spin coupling in peridifluoronaphthalenes: Accurate DFT evaluation of the four contributions (2001) Journal of the American Chemical Society, 123 (37), pp. 9162-9163. , DOI 10.1021/ja011164y | ||
| 504 | |a Ramsey, N.F., Electron Coupled Interactions between Nuclear Spins in Molecules (1953) Phys. Rev., 91, pp. 303-307 | ||
| 504 | |a Ducati, L.C., Contreras, R.H., Tormena, C.F., Unexpected Geometrical Effects on Paramagnetic Spin-Orbit and Spin-Dipolar 2 J FF Couplings (2012) J. Phys. Chem. A, 116, pp. 4030-4933 | ||
| 504 | |a Contreras, R.H., Llorente, T., Pagola, G.I., Bustamante, M.G., Pasqualini, E.E., Melo, J.I., Tormena, C.F., Qualitative Study of Substituent Effects on NMR 15N and 17O Chemical Shifts (2009) J. Phys. Chem. A, 113, pp. 9874-9880 | ||
| 504 | |a Vilcachagua, J.D., Ducati, L.C., Rittner, R., Contreras, R.H., Tormena, C.F., Experimental, SOPPA(CCSD) and DFT Analysis of Substitutent Effects on NMR 1JCF Coupling Constants in Fluorobenzene Derivatives (2011) J. Phys. Chem. A, 115, pp. 7762-7768 | ||
| 504 | |a Contreras, R.H., Ferraro, M.B., Ruiz De Azùa, M.C., Aucar, G.A., Brief Account of Non-relativistic Theory of NMR Parameters (2013) High Resolution NMR Spectroscopy: Understanding Molecules and Their Electronic Structures, p. 9. , Contreras, R. H. Elsevier: Oxford, U.K. Chapter 2 | ||
| 504 | |a Frisch, M.J., (2010) Gaussian 09, , Revision B.01; Gaussian, Inc. Wallingford, CT | ||
| 504 | |a Becke, A.D., Density-Functional Exchange-Energy Approximation with Correct Asymptotic Behavior (1988) Phys. Rev. A, 38, pp. 3098-3100 | ||
| 504 | |a Becke, A.D., Density-Functional Termochemistry. III. the Role of Exact Exchange (1993) J. Chem. Phys., 98, pp. 5648-5652 | ||
| 504 | |a Lee, T., Yang, W.T., Parr, R.G., Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density (1988) Phys. Rev. B, 37, pp. 785-789 | ||
| 504 | |a Barone, V., (1996) Recent Advances in Density Functional Methods, Part i, , Chong, D. P. World Scientific Publishing Co. Singapore | ||
| 504 | |a Baerends, E.J., ADF 2006.01.SCM Theoretical Chemistry, , http://www.SCM.com, Vrije Universiteir: Amsterdam. The Netherlands | ||
| 504 | |a Glendening, E.D., Badenhoop, J.K., Reed, A.E., Carpenter, J.E., Bohmann, J.A., Morales, C.M., Weinhold, F., (2009) NBO 5.9, , http://www.chem.wisc.edu/-nbo5/, Theoretical Chemistry Institute, University of Wisconsin: Madison, WI, Program as implemented in the Gaussian 09 package | ||
| 504 | |a Reed, A.E., Curtis, L.A., Weinhold, F., Intermolecular Interactions from a Natural Bond Orbital, Donor-Acceptor Viewpoint (1988) Chem. Rev., 88, p. 899 | ||
| 504 | |a Weinhold, F., (1998) Encyclopedia of Computational Chemistry, 3, p. 1792. , Schleyer, P. v. R. Wiley: New York | ||
| 504 | |a Anizelli, P.R., Favaro, D.C., Contreras, R.H., Tormena, C.F., Effect of Electronic Interactions on NMR 1 J CF and 2 J CF Couplings in Cis and Trans 4-t -butyl-2-fluorocyclohexanones and their Alcohol Derivatives (2011) J. Phys. Chem. A, 115, pp. 5684-5692 | ||
| 504 | |a Ligabue, A., Sauer, S.P.A., Lazzeretti, P., Gauge Invariant Calculations of Nuclear Magnetic Shielding Constants Using the Continuous Transformation of the Origin of the Current Density Approach. II. Density Functional and Coupled Cluster Theory (2007) J. Chem. Phys., 126, pp. 154111-154124 | ||
| 504 | |a Pelloni, S., Lazzeretti, P., On the Existence of a Natural Common Gauge Origin for the Calculation of Magnetic Properties of Atoms and Molecules via Gauge less Basis Set (2012) J. Chem. Phys., 136, pp. 164110-164119 | ||
| 504 | |a Ghiviriga, I., Zhang, L., Martinez, H., Contreras, R.H., Tormena, C.F., Nodin, L., Dolbier, Jr.W.R., 19F Chemical Shifts, Coupling Constants and Conformational Preferences in Monosubstituted Perfluoroparacyclophanes (2011) Magn. Reson. Chem., 49, pp. 93-105 | ||
| 504 | |a Contreras, R.H., Esteban, A.L., Dìez, E., Head, N.J., Della, E.W., Transmission Mechanisms of NMR Long-range J(13C, 19F) Scalar Couplings in 1-F,4-X-Cubanes. A DFT and Experimental Study (2006) Mol. Phys., 104, pp. 485-492 | ||
| 504 | |a Contreras, R.H., Gotelli, G., Ducati, L.C., Barbosa, T.M., Tormena, C.F., Analysis of Canonical Molecular Orbitals to Identify Fermi Contact Coupling Pathways. 1. the Through-space Transmission by Overlap of 31P Lone-pairs (2010) J. Phys. Chem. A, 114, pp. 1044-1051 | ||
| 504 | |a Barfield, M., Chakrabarty, B., Long Range Proton Spin-Spin Coupling (1969) Chem. Rev., 69, pp. 757-778 | ||
| 504 | |a Kowalewski, J., Calculation of Nuclear Spin-spin Coupling Constants (1977) Prog. NMR. Spectrosc., 11, pp. 1-78 | ||
| 504 | |a Kamienska-Trela, K., Wòjcik, J., Application of 13C-13C Spin-spin Couplings in Structural Studies on Organic Compounds (2013) High Resolution NMR Spectroscopy: Understanding Molecules and Their Electronic Structures, p. 347. , Contreras, R. H. Elsevier: Oxford, U.K. Chapter 11 | ||
| 506 | |2 openaire |e Política editorial | ||
| 520 | 3 | |a At present times it is usual practice to mark biological compounds replacing an H for an F atom to study, by means of 19F NMR spectroscopy, aspects such as binding sites and molecular folding features. This interesting methodology could nicely be improved if it is known how proximity interactions on the F atom affect its electronic structure as gauged through high-resolution 19F NMR spectroscopy. This is the main aim of the present work and, to this end, differently substituted peri-difluoronaphthalenes are chosen as model systems. In such compounds are rationalized some interesting aspects of the diamagnetic and paramagnetic parts of the 19F nuclear magnetic shielding tensor as well as the transmission mechanisms for the PSO and FC contributions to 4JF1F8 indirect nuclear spin-spin coupling constants. © 2014 American Chemical Society. |l eng | |
| 593 | |a Department of Physics, FCEyN, University of Buenos Aires, C1053ABJ Buenos Aires, Argentina | ||
| 593 | |a Institute of Chemistry, University of Sao Paulo -USP, P.O. Box 26077, 05513-970 Sao Paulo SP, Brazil | ||
| 593 | |a Chemistry Institute, University of Campinas, UNICAMP, P.O. Box 6154, 13083-970 Campinas SP, Brazil | ||
| 690 | 1 | 0 | |a ELECTRONIC STRUCTURE |
| 690 | 1 | 0 | |a NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY |
| 690 | 1 | 0 | |a BIOLOGICAL COMPOUNDS |
| 690 | 1 | 0 | |a F-F INTERACTIONS |
| 690 | 1 | 0 | |a HIGH RESOLUTION |
| 690 | 1 | 0 | |a MODEL SYSTEM |
| 690 | 1 | 0 | |a NUCLEAR MAGNETIC SHIELDINGS |
| 690 | 1 | 0 | |a SPIN-SPIN COUPLING CONSTANTS |
| 690 | 1 | 0 | |a TRANSMISSION MECHANISMS |
| 690 | 1 | 0 | |a MAGNETIC SHIELDING |
| 700 | 1 | |a Llorente, T. | |
| 700 | 1 | |a Ducati, L.C. | |
| 700 | 1 | |a Tormena, C.F. | |
| 773 | 0 | |d American Chemical Society, 2014 |g v. 118 |h pp. 5068-5075 |k n. 27 |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-s2.0-84904333441&doi=10.1021%2fjp501929t&partnerID=40&md5=c4168d7a021bae78d1bdcb0c64ce0545 |x registro |y Registro en Scopus |
| 856 | 4 | 0 | |u https://doi.org/10.1021/jp501929t |x doi |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_10895639_v118_n27_p5068_Contreras |x handle |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10895639_v118_n27_p5068_Contreras |x registro |y Registro en la Biblioteca Digital |
| 961 | |a paper_10895639_v118_n27_p5068_Contreras |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 | ||