919782-14-2Relevant academic research and scientific papers
N-H versus C-H activation of a pyrrole imine at {Cp*Ir}: A computational and experimental study
Davies, David L.,Donald, Steven M.A.,Al-Duaij, Omar,Fawcett, John,Little, Craig,Macgregor, Stuart A.
, p. 5976 - 5978 (2006)
Reaction of a pyrrole imine with [IrCl2Cp*] 2/NaOAc leads to N-H activation in preference to C - H activation at the pyrrole; however, with the N-methylated ligand C-H activation occurs. Density functional calculations show that N-H bond activation is both kinetically and thermodynamically preferred to C-H activation. Both reactions occur with relatively low energy barriers by an electrophilic agostic interaction with the metal with simultaneous intramolecular hydrogen bonding with acetate leading to deprotonation via a six-membered transition state.
