Chambers, R. D. and Parsons, M. and Sandford, G. and Thomas, E. and Trmcic, J. and Moilliet, J. S. (2006) 'Elemental fluorine : part 19 : electrophilic fluorination of hexyl derivatives bearing electron withdrawing groups.', Tetrahedron., 62 (30). pp. 7162-7167.
Reaction of a series of model hexyl derivatives of the form C6H13–X (X=Cl, Br, I, CO2Me, COMe, CHO) with both elemental fluorine and Selectfluor™ was studied in order to assess the impact of electron withdrawing functional groups upon fluorination of an alkyl chain. Fluorination generally occurs at secondary sites, with a slight preference for those that are furthest removed from the electron withdrawing group, consistent with an electrophilic substitution process, although mixtures of fluorinated products are obtained in most cases.
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|Publisher Web site:||http://dx.doi.org/10.1016/j.tet.2006.03.113|
|Record Created:||26 Apr 2007|
|Last Modified:||08 Apr 2009 16:30|
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