Synthesis and conformation of multi-vicinal fluoroalkane diastereoisomers

Angewandte Chemie - International Edition

Volumn 46, Issue 41, 2007, Pages 7887-7890

  Hunter, Luke ^a   Slawin, Alexandra M Z ^a   Kirsch, Peer ^b   O'Hagan, David ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

^b MERCK KGAA   (Germany)

Author keywords

Conformation analysis; Fluorine; NMR spectroscopy; Organofluorine chemistry

Indexed keywords

CONFORMATIONS; FLUORINE COMPOUNDS; ISOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION;

ALL-SYN VICINAL FLUOROALKANE; ANTI-SYNANTI ISOMER; FLUORINE ATOMS; STRAIGHT-CHAIN ALKANES;

PARAFFINS;

ALKANE; FLUORINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

ALKANES; CRYSTALLOGRAPHY, X-RAY; FLUORINE COMPOUNDS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; STEREOISOMERISM;

EID: 35448930773     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200701988     Document Type: Article

References (18)

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8. See Supporting Information for further details.
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12. HF values are 5-15 Hz for gauche alignments and 25-35 Hz for anti alignments (see ref. [14]).
13. Gaussian 03 (Revision D.01): M.J. Frisch et al., see Supporting Information. The minimum geometries were optimized on the B3LYP/6-31G(d) level of theory, and were verified to have only positive eigenfrequencies. The energies of the conformers were calculated on the MP2/6-311 + G(2d,p) level of theory, using the B3LYP/6-31G(d) geometries and zero-point energies. The energies of the dimers were calculated at the same level of theory and basis-set superposition error (BSSE)-corrected using the counterpoise method.
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