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Complete Prediction of the 1 H NMR Spectrum of Organic Molecules by DFT Calculations of Chemical Shifts and Spin–Spin Coupling Constants
Author(s) -
Bagno Alessandro
Publication year - 2001
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20010417)7:8<1652::aid-chem16520>3.0.co;2-v
Subject(s) - chemical shift , chemistry , coupling constant , spin (aerodynamics) , molecule , fermi contact interaction , diamagnetism , computational chemistry , proton , nmr spectra database , spectral line , paramagnetism , proton nmr , furan , naphthalene , condensed matter physics , thermodynamics , physics , organic chemistry , magnetic field , quantum mechanics
1 H NMR chemical shifts and coupling constants for several aromatic and aliphatic organic molecules have been calculated with DFT methods. In some test cases (furan, o ‐dichlorobenzene and n ‐butyl chloride) the performance of several functionals and basis sets has been analyzed, and the various contributions to spin–spin coupling (Fermi‐contact, diamagnetic and paramagnetic spin‐orbit) have been evaluated. The latter two components cancel each other, so that the calculation of the contact term only is sufficient for an accurate evaluation of proton–proton couplings. Such calculated values are used to simulate the 1 H NMR spectra of organic molecules with complicated spin systems (e.g. naphthalene, o ‐bromochlorobenzene), obtaining a generally very good agreement with experimental spectra with no prior knowledge of the involved parameters.