Abstract
Theoretical quantum chemical computations were applied in answering a question set from the experiment: why the Michael addition to chalcones is a highly diastereoselective process? Density functional theory methods were used to examine the mechanistic pathways for the Michael reaction of [(diphenylmethylene)amino]acetonitrile—CH-acidic Schiff base with α,β-unsaturated ketones (enones). Transition state structures, prereactive complexes and reaction path energetics for different channels of the reaction are determined. The theoretical predictions reveal that the difference in the stabilization of the prereactive complex explains adequately the experimental findings for diastereoselectivity of the addition to benzylideneacetophenone (chalcone), compared to the nonselective process in the case of 4,4-dimethyl-1-phenyl-1-pentene-3-one.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
