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Origami with small molecules: exploiting the C-F bond as a conformational tool
Patrick Ryan1, Ramsha Iftikhar1, Luke Hunter1
1School of Chemistry, The University of New South Wales (UNSW), Sydney 2052, Australia.
Abstract:
When present within an organic molecule, the C-F bond tends to align in predictable ways with neighbouring functional groups, due to stereoelectronic effects such as hyperconjugation and electrostatic attraction/repulsion. These fluorine-derived conformational effects have been exploited to control the shapes, and thereby enhance the properties, of a wide variety of functional molecules including pharmaceutical agents, liquid crystals, fragrance chemicals, organocatalysts, and peptides. This comprehensive review summarises developments in this field during the period 2010-2024.
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