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An Anion-Dependent Switch in Selectivity Results from a Change of C--H Activation Mechanism in the Reaction of an lmidazolium Salt with lrH(PPh).

Changing the counteranion along the series Br, BF, PF, SbF in their ion-paired 2-pyridylmethyl imidazolium salts causes the kinetic reaction products with lrH(PPh) to switch from chelating N-heterocyclic carbenes (NHCs) having normal C2 (N path) to abnormal C5 binding (AN path). Computational work (...

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Published in:Journal of the American Chemical Society Vol. 127; no. 46; pp. 16299 - 16312
Main Authors: Appelhans, Leah N., Zuccaccia, Daniele, Kovacevic, Anes, Chianese, Anthony R., Miecznikowski, John R., Macchioni, Alceo, Ciot, Eric, Eisenstein, Odile, Crabtree, Robert H.
Format: Article
Published: American Chemical Society 11/23/2005
Subjects:
Salts
Anions
Density functionals
Carbenes
Proton transfer reactions
Nuclear magnetic resonance spectroscopy
Activation (Chemistry)
Online Access:View this record in EBSCOhost