The novel activation model of multifunction thiourea organocatalysts is examined using density functional theory
calculations. The key feature of this model is that the two N-H of thiourea group play different roles in activating substrates,
one N-H activates cyclohexenone, and the other N-H and tertiary amine of epiquinine activate the hydroxyl of
diphenylphosphine oxide together. More importantly, there is a hydrogen bond between one hydrogen atom in primary
amine of catalyst with phenyl ring of diphenylphosphine oxide via a NH-π interaction.
Keywords: Activation model, DFT, H-bonding activation, organocatalysts, theoretical calculations, thiourea.
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