Picture map of Europe with pins indicating European capital cities

Open Access research with a European policy impact...

The Strathprints institutional repository is a digital archive of University of Strathclyde's Open Access research outputs. Strathprints provides access to thousands of Open Access research papers by Strathclyde researchers, including by researchers from the European Policies Research Centre (EPRC).

EPRC is a leading institute in Europe for comparative research on public policy, with a particular focus on regional development policies. Spanning 30 European countries, EPRC research programmes have a strong emphasis on applied research and knowledge exchange, including the provision of policy advice to EU institutions and national and sub-national government authorities throughout Europe.

Explore research outputs by the European Policies Research Centre...

Structural motifs in acetoacetanilides: the effect of a fluorine substituent

Chisholm, G. and Kennedy, A.R. and Beaton, L. and Brook, E. (2002) Structural motifs in acetoacetanilides: the effect of a fluorine substituent. Acta Crystallographica Section C: Crystal Structure Communications, 58 (11). o645-o648. ISSN 0108-2701

Full text not available in this repository. Request a copy from the Strathclyde author

Abstract

The structures of three fluoro-substituted acetoacetanilides, namely 2'-, 3'- and 4'-fluoro­acetoacetanilide, all C10H10FNO2, are presented and discussed. We observe a planar structure with intramolecular hydrogen bonding when the F atom is in the ortho position of the aromatic ring, and a twisted structure with intermolecular hydrogen bonding when the F atom is in the meta or para positions. It can be predicted which of these two structural motifs will be adopted by considering the position of any aromatic substituents. In this regard, fluorine appears to mimic the steric effect of a larger substituent, which we attribute to its high electronegativity.