Theoretical Evidence for C-F Bond Activation by a Fluoro-calixPyrrole-tert-Amine Macrocycle
Fredrik Haeffner, M Marquez, Carlos A. Gonzalez
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 macrocyles. The results indicate that the reaction between fluoro-calixpyrrole-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).
Journal of Physical Chemistry A
Ab initio, C-F bond activation, Density Functional Theroy, macrocycle, Menshutkin
, Marquez, M.
and Gonzalez, C.
Theoretical Evidence for C-F Bond Activation by a Fluoro-calixPyrrole-tert-Amine Macrocycle, Journal of Physical Chemistry A
(Accessed September 29, 2023)