title: Theoretical evidence for C-F bond activation by a fluoro-calix[4]pyrrole-tert-amine macrocycle.
abstract: Density functional theory as well as highly correlated ab initio molecular orbital theory was used to explore the possibility of activating C-F bonds in fluoroalkanes by organic macrocycles. The results indicate that the reaction between fluoro-calix [4]pyrrole-tert-amine and CH3F via a Menshutkin displacement mechanism is highly favorable and competitive from a thermochemical point of view with the very efficient C-Cl activation by a simple macrocyclic amine recently reported in the literature (Stanger, L. J.; Noll, B. C.; Gonzalez, C.; Marquez, M.; Smith, B. D. J. Am. Chem. Soc. 2005, 127, 4184).
authors.affiliation: Computational Chemistry Group and Center for Theoretical and Computational Nanosciences, NIST, Gaithersburg, Maryland 20899, USA.
authors.forename: Fredrik
authors.initials: F
authors.lastname: Haeffner
authors.forename: Manuel
authors.initials: M
authors.lastname: Marquez
authors.forename: Carlos
authors.initials: C
authors.lastname: Gonzalez