Density functional theory calculations of hydrogen-bond-mediated NMR J coupling in the solid state

Journal of the American Chemical Society
Siân A JoyceSteven P Brown

Abstract

A recently developed method for calculating NMR J coupling in solid-state systems is applied to calculate hydrogen-bond-mediated (2h) J NN couplings across intra- or intermolecular N-H...N hydrogen bonds in two 6-aminofulvene-1-aldimine derivatives and the ribbon structure formed by a deoxyguanosine derivative. Excellent quantitative agreement is observed between the calculated solid-state J couplings and those previously determined experimentally in two recent spin-echo magic-angle-spinning NMR studies ( Brown, S. P. ; et al. Chem. Commun. 2002, 1852-1853 and Pham, T. N. ; et al. Phys. Chem. Chem. Phys. 2007, 9, 3416-3423 ). For the 6-aminofulvene-1-aldimines, the differences in (2h) J NN couplings in pyrrole and triazole derivatives are reproduced, while for the guanosine ribbons, an increase in (2h) J NN is correlated with a decrease in the N-H...N hydrogen-bond distance. J couplings are additionally calculated for isolated molecules of the 6-aminofulevene-1-aldimines extracted from the crystal with and without further geometry optimization. Importantly, it is shown that experimentally observed differences between J couplings determined by solution- and solid-state NMR are not solely due to differences in geometry; long-rang...Continue Reading

References

Nov 25, 1998·Proceedings of the National Academy of Sciences of the United States of America·K PervushinK Wüthrich
Dec 15, 1994·Physical Review. B, Condensed Matter·P E Blöchl
Jan 15, 1991·Physical Review. B, Condensed Matter·N Troullier, J L Martins
Oct 28, 1996·Physical Review Letters·J P PerdewM Ernzerhof
Mar 2, 2002·The Journal of Organic Chemistry·Dionisia SanzJosé Elguero
May 1, 2002·Chemistry : a European Journal·Tatiana GiorgiGiovanni Gottarelli
Jan 9, 2003·Journal of the American Chemical Society·Mickael ProfetaChris J Pickard
Apr 3, 2003·Journal of the American Chemical Society·Dimitris SakellariouLyndon Emsley
Nov 13, 2003·Journal of the American Chemical Society·G De PaëpeL Emsley
Apr 20, 2004·Magnetic Resonance in Chemistry : MRC·Janet E Del Bene, José Elguero
Jul 16, 2004·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Luminita DumaMalcolm H Levitt
Oct 27, 2004·Journal of Magnetic Resonance·Steven P Brown, Lyndon Emsley
Apr 1, 2005·Solid State Nuclear Magnetic Resonance·J-P AmoureuxM Pruski
Aug 18, 2005·Journal of the American Chemical Society·Dinu IugaDominique Massiot
Mar 23, 2006·Journal of the American Chemical Society·Wai Cheu LaiMalcolm H Levitt
May 20, 2006·Magnetic Resonance in Chemistry : MRC·Janet E Del Bene, José Elguero
Jul 21, 2006·The Journal of Physical Chemistry. B·Magali BenoitMark E Tuckerman
Jul 21, 2006·Physical Chemistry Chemical Physics : PCCP·Sharon E AshbrookRichard I Walton
Jul 26, 2006·Journal of Biomolecular NMR·Peter V CornishMirko Hennig
Aug 25, 2006·The Journal of Physical Chemistry. B·Sylvian CadarsLyndon Emsley
Dec 14, 2006·Physical Chemistry Chemical Physics : PCCP·Sylvian CadarsLyndon Emsley
Jan 16, 2007·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Tanja van Mourik, Andrew J Dingley
Mar 21, 2007·Journal of the American Chemical Society·Eva ZurekJochen Autschbach
Apr 20, 2007·Magnetic Resonance in Chemistry : MRC·Janet E Del Bene, José Elguero
Aug 7, 2007·The Journal of Physical Chemistry. a·Tanja van Mourik, Andrew J Dingley
Aug 21, 2007·Journal of Magnetic Resonance·I HungR Dupree
Oct 11, 2007·Journal of the American Chemical Society·Sharon E AshbrookStephen Wimperis
Dec 7, 2007·The Journal of Chemical Physics·Siân A JoyceFrancesco Mauri
Dec 22, 2007·Magnetic Resonance in Chemistry : MRC·Aleksandr B SahakyanHenry A Panosyan

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Citations

Oct 21, 2010·Journal of the American Chemical Society·John M GriffinSharon E Ashbrook
Jan 14, 2009·Journal of the American Chemical Society·Ivan HungSteven P Brown
Sep 1, 2009·Journal of the American Chemical Society·Danielle LaurencinChristian Bonhomme
Aug 5, 2009·Physical Chemistry Chemical Physics : PCCP·Anne Lesage
Sep 29, 2011·Physical Chemistry Chemical Physics : PCCP·Aymeric SadocFlorent Boucher
Aug 28, 2010·Journal of Nucleic Acids·Paolo NevianiGian Piero Spada
Apr 24, 2013·Journal of Magnetic Resonance·Pierre ThureauStéphane Viel
May 27, 2011·Solid State Nuclear Magnetic Resonance·Thibault Charpentier
Aug 19, 2010·Journal of Magnetic Resonance·Rosa M ClaramuntJosé Elguero
Jan 3, 2015·Journal of Magnetic Resonance·Veera Mohana Rao KakitaJagadeesh Bharatam
Jul 1, 2010·Magnetic Resonance in Chemistry : MRC·Christian BonhommeDominique Massiot
Jul 1, 2010·Magnetic Resonance in Chemistry : MRC·David L Bryce
Jul 14, 2010·Magnetic Resonance in Chemistry : MRC·Jonathan R Yates
Aug 10, 2019·Angewandte Chemie·Pierre ThureauGiulia Mollica
Aug 3, 2018·The Journal of Chemical Physics·Sharon E Ashbrook, Paul Hodgkinson
Apr 22, 2010·Analytical Chemistry·Shi BaiCecil Dybowski
Jan 24, 2020·Journal of the American Chemical Society·Kumar Tekwani MovellanLoren B Andreas

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