On prediction of OH stretching frequencies in intramolecularly hydrogen bonded systems
作者： Poul Erik Hansen , Jens Spanget-Larsen
DOI: 10.1016/J.MOLSTRUC.2012.01.011
关键词: Anharmonicity 、 Computational chemistry 、 Physical chemistry 、 Chemical shift 、 Hydrogen bond 、 Deuterium 、 Infrared spectroscopy 、 Chemistry 、 Spectral line 、 Kinetic isotope effect 、 Intramolecular force
摘要: Abstract OH stretching frequencies are investigated for a series of non-tautomerizing systems with intramolecular hydrogen bonds. Effective wavenumbers predicted by the application empirical correlation procedures based on results B3LYP/6-31G(d) theoretical calculations in harmonic and PT2 anharmonic approximations, as well experimental NMR parameters, i.e., proton chemical shifts ( δ H ) two-bond deuterium isotope effects 13 C 2 ΔC OD ). The applied discussion spectra 2,6-dihydroxy-4-methylbenzaldehyde 8-hydroxyquinoline N -oxide. spectrum former displays broad, composite band between 3500 2500 cm −1 which can be assigned to overlapping monomer dimer contributions. In latter case, support reassignment -oxide; is supported IR substituted derivatives.
harvard.edu
elsevier.com
sci-hub.se 参考文章(19)
Teresa Dziembowska, Zbigniew Rozwadowski, Poul Erik Hansen, Intramolecular hydrogen bonding in 8-quinolinol N-oxides, quinaldinic acid N-oxides and quinoline-2-carboxyamide N-oxide. Deuterium isotope effects on 13C chemical shifts Journal of Molecular Structure. ,vol. 437, pp. 189- 199 ,(1997) , 10.1016/S0022-2860(97)00117-8
T Dziembowska, M Szafran, E Jagodzińska, I Natkaniec, A Pawlukojć, J.S Kwiatkowski, J Baran, DFT studies of the structure and vibrational spectra of 8-hydroxyquinoline N-oxide. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. ,vol. 59, pp. 2175- 2189 ,(2003) , 10.1016/S1386-1425(03)00030-1
I. Matanović, N. Došlić, Infrared spectroscopy of the intramolecular hydrogen bond in acethylacetone: a computational approach. Journal of Physical Chemistry A. ,vol. 109, pp. 4185- 4194 ,(2005) , 10.1021/JP044695S
Åsa Nilsson, Rolf Carlson, Kjell Undheim, Lars Mörch, Torbjörn Norin, Enamine synthesis from functionalized carbonyl compounds Acta Chemica Scandinavica. ,vol. 16, pp. 523- 525 ,(1984) , 10.3891/ACTA.CHEM.SCAND.38B-0523
Bert T.G. Lutz, Marcel H. Langoor, John H. van der Maas, The sensorial potentials of the OH-stretching mode: phenols Vibrational Spectroscopy. ,vol. 18, pp. 111- 121 ,(1998) , 10.1016/S0924-2031(98)00052-6
Jens Abildgaard, Simon Bolvig, Poul Erik Hansen, Unraveling the electronic and vibrational contributions to deuterium isotope effects on C-13 chemical shifts using ab initio model calculations: Analysis of the observed isotope effects on sterically perturbed intramolecular hydrogen-bonded o-hydroxy acyl aromatics Journal of the American Chemical Society. ,vol. 120, pp. 9063- 9069 ,(1998) , 10.1021/JA9809051
Simon Bolvig, Fritz Duus, Poul Erik Hansen, TAUTOMERISM OF ENOLIC TRIACETYLMETHANE, 2-ACYL-1,3-CYCLOALKANEDIONES, 5-ACYL MELDRUM'S ACIDS AND 5-ACYL-1,3-DIMETHYLBARBITURIC ACIDS STUDIED BY MEANS OF DEUTERIUM ISOTOPE EFFECTS ON 13C CHEMICAL SHIFTS Magnetic Resonance in Chemistry. ,vol. 36, pp. 315- 324 ,(1998) , 10.1002/(SICI)1097-458X(199805)36:5<315::AID-OMR251>3.0.CO;2-P
Chengteh Lee, Weitao Yang, Robert G. Parr, Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Physical Review B. ,vol. 37, pp. 785- 789 ,(1988) , 10.1103/PHYSREVB.37.785
Poul Erik Hansen, Hydrogen bonding and tautomerism studied by isotope effects on chemical shifts Journal of Molecular Structure. ,vol. 321, pp. 79- 87 ,(1994) , 10.1016/0022-2860(93)08207-K
Mario C. Foti, L. Ross C. Barclay, K. U. Ingold, The role of hydrogen bonding on the h-atom-donating abilities of catechols and naphthalene diols and on a previously overlooked aspect of their infrared spectra. Journal of the American Chemical Society. ,vol. 124, pp. 12881- 12888 ,(2002) , 10.1021/JA020757L