Concepedia

The preferred conformation of α-fluoroamides

John W. Banks, Andrei S. Batsanov, Judith A. K. Howard, David O’Hagan, Henry S. Rzepa, Sonsoles Martín‐Santamaría

Journal of the Chemical Society Perkin Transactions 2 · 1999 · 77 citations · 11 references

DOI

Concepts

Abstract

X-Ray structures of two α-fluoroamide derivatives show the OC–C–F moiety tending towards a trans planar conformation, for which ab initio calculations suggest a deep (up to 8 kcal mol–1) potential minimum.

References

11

How good is fluorine as a hydrogen bond acceptor?

Judith A. K. Howard, Vanessa J. Hoy, David O’Hagan et al. · Tetrahedron · 1996 · 729 citations

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Neutron diffraction at 23 K and <i>ab initio</i> molecular-orbital studies of the molecular structure of acetamide

G. A. Jeffrey, J. R. Ruble, R. K. McMullan et al. · Acta Crystallographica Section B · 1980 · 91 citations

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Contribution to the Study of the Gauche Effect. The Complete Structure of the <i>Anti</i> Rotamer of 1,2-Difluoroethane

Norman C. Craig, Anthony Chen, Ki Hwan Suh et al. · Journal of the American Chemical Society · 1997 · 90 citations

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Synthetic Methods and Reactions. Part 106. Suppression of anchimerically assisted rearrangement products in the synthesis of α‐fluorocarboxylic acids from α‐amino acids with 48:52 (w/w) hydrogen fluoride/pyridine [1]

George A. Olah, G. K. Surya Prakash, Yah Li Chao · Helvetica Chimica Acta · 1981 · 34 citations

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Computation of O-C-F and N-C-F systems: AB-initio calculations and a MM2 parameterization study. Theory vs. experiment

Hanoch Senderowitz, Pinchas Aped, Benzion Fuchs · Tetrahedron · 1993 · 30 citations

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