Title:The Novel Activation Model of Multifunction Thiourea Organocatalysts
VOLUME: 11 ISSUE: 10
Author(s):Wei Kan, Yan Liu and Qi Gang Deng
Affiliation:College of Chemistry and Chemical Engineering, Qiqihar University, 42 Wenhua Road, Qiqihar, Heilongjiang Province, 161006, P.R. China.
Keywords:Activation model, DFT, H-bonding activation, organocatalysts, theoretical calculations, thiourea.
Abstract: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.
