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Theoretical Evidence for C-F Bond Activation by a Fluoro-calix[4]Pyrrole-tert-Amine Macrocycle

Published

Author(s)

Fredrik Haeffner, M Marquez, Carlos A. Gonzalez

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 macrocyles. 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).
Citation
Journal of Physical Chemistry A

Keywords

Ab initio, C-F bond activation, Density Functional Theroy, macrocycle, Menshutkin

Citation

Haeffner, F. , Marquez, M. and Gonzalez, C. (2021), Theoretical Evidence for C-F Bond Activation by a Fluoro-calix[4]Pyrrole-tert-Amine Macrocycle, Journal of Physical Chemistry A (Accessed October 3, 2022)
Created October 12, 2021