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1H, 13C NMR spectral and single crystal structural studies of toxaphene congeners. Quantum chemical calculations for preferred conformers of 2,5-endo,6-exo,8,9,9,10,10-octachloro-2-bornene and their DFT/GIAO 13C chemical shifts

✍ Scribed by K. Laihia; A. Valkonen; E. Kolehmainen; R. Suontamo; M. Nissinen; V. Nikiforov; S. Selivanov


Publisher
Elsevier Science
Year
2005
Tongue
English
Weight
183 KB
Volume
754
Category
Article
ISSN
0022-2860

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✦ Synopsis


2-bornene (6) are reported. Their chemical shift assignments have been obtained by means of Pulsed Field Gradient (PFG) Double Quantum Filtered (DQF) 1 H, 1 H correlation spectroscopy (COSY), PFG 1 H, 13 C Heteronuclear Multiple Quantum Coherence (HMQC) and PFG 1 H, 13 C Heteronuclear Multiple Bond Correlation (HMBC) experiments. A single crystal X-ray structural analysis was made for compounds 1, 3, 4 and 6. The prevalences of two octachlorobornene rotamers (6a,6b) were elucidated by ab initio MO method and single point DFT/GIAO calculations for 13 C chemical shifts. Theoretical calculations proved that the single crystal structure of 6 corresponds its most stable conformer in solution.