Premium
NMR spectroscopy in environmental chemistry: 1 H and 13 C NMR chemical shift assignments of chlorinated dibenzothiophenes based on two‐dimensional NMR techniques and ab initio MO and DFT/GIAO calculations
Author(s) -
Kolehmainen Erkki,
Koivisto Jari,
Nikiforov Vladimir,
Peräkylä Mikael,
Tuppurainen Kari,
Laihia Katri,
Kauppinen Reijo,
Miltsov Sergei A.,
Karavan Vladimir S.
Publication year - 1999
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/(sici)1097-458x(199910)37:10<743::aid-mrc532>3.0.co;2-z
Subject(s) - chemistry , heteronuclear molecule , chemical shift , carbon 13 nmr , nuclear magnetic resonance spectroscopy , computational chemistry , ab initio , proton nmr , proton , carbon 13 nmr satellite , fluorine 19 nmr , organic chemistry , physics , quantum mechanics
1 H and 13 C NMR spectra for seven chlorinated dibenzothiophenes (DBTs) were measured. Complete 1 H and 13 C NMR chemical shift assignments for 2,8‐ and 3,7‐dichloro‐ and 2,3,6,8‐, 2,3,7,8‐ and 2,4,6,8‐tetrachloro congeners are based on z ‐gradient selected inverse (proton detected) two‐dimensional heteronuclear chemical shift correlation experiments, 1 H, 13 C HMQC and HMBC. For 1,2,3,4,6,7,8‐heptachloro‐DBT and octachloro‐DBT, where polarization transfer techniques from proton to (all) carbons are not possible, the 13 C NMR chemical shift assignments are based on theoretical calculations using ab initio MO and DFT/GIAO methods at the HF/6–311G * and BPW91/6–311G * levels. The observed HMBC correlations for the heptachloro congener are in good agreement with a theoretically predicted shift order, providing evidence for the reliability of the theoretical method. Copyright © 1999 John Wiley & Sons, Ltd.