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Why electrostatically enhanced thiourea is better than Schreiner's thiourea in both catalytic activity and regioselectivity?
- Source :
- Organic Chemistry Frontiers. 6:1821-1831
- Publication Year :
- 2019
- Publisher :
- Royal Society of Chemistry (RSC), 2019.
-
Abstract
- Electrostatically enhanced thiourea behaves more efficiently than Schreiner's thiourea in the ring-opening aminolysis of styrene oxide with aniline, and the underlying reasons were uncovered by DFT calculations, the distortion/interaction theory, and NBO and QTAIM analyses. Electrostatically enhanced thiourea combines with a substrate much stronger than Schreiner's thiourea, so it activates the substrate more efficiently and thus lowers the activation energy more significantly, leading to a higher reaction rate and a greater conversion.
Details
- ISSN :
- 20524129
- Volume :
- 6
- Database :
- OpenAIRE
- Journal :
- Organic Chemistry Frontiers
- Accession number :
- edsair.doi...........5000e77031dbb097b682393adfc3052e
- Full Text :
- https://doi.org/10.1039/c9qo00251k