The NH---FC Dipole Orientation Effect for Pendant Exocyclic CH2F
Organic Letters2002Vol. 4(21), pp. 3557–3560
Citations Over TimeTop 23% of 2002 papers
Abstract
[structure: see text] DFT and MMFF force field calculations for 2 (R = H) predict that two conformers dominate in water (>/=95%) and both sustain a geometry in which the C-F and H-N dipoles align oppositely in a near-planar arrangement. The (1)H NMR spectra (D(2)O and DMSO-d(6)) and X-ray structure for 2 (R = SO(2)NHEt) confirm the predictions in all essentials. A novel single-conformer system is proposed.
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