Unraveling the sequence of electron flows along the reaction mechanism by quantum topological tools: The 32CA reaction of acetonitrile oxide with 7-bromo-oxanorborn-5-en-2-one

Adjieufack Abel Idrice; Djogang Lucie Karelle; Lekene Ngouateu Rene Blaise; Mbah Bake Maraf; Nana Nouhou Cyrille; Emadak Alphonse; Ketcha Joseph Mbadcam; Mbouombouo Ndassa Ibrahim

doi:10.1016/j.jmgm.2019.107513

Unraveling the sequence of electron flows along the reaction mechanism by quantum topological tools: The 32CA reaction of acetonitrile oxide with 7-bromo-oxanorborn-5-en-2-one

J Mol Graph Model. 2020 May:96:107513. doi: 10.1016/j.jmgm.2019.107513. Epub 2019 Dec 16.

Authors

Adjieufack Abel Idrice¹, Djogang Lucie Karelle², Lekene Ngouateu Rene Blaise², Mbah Bake Maraf³, Nana Nouhou Cyrille³, Emadak Alphonse², Ketcha Joseph Mbadcam², Mbouombouo Ndassa Ibrahim⁴

Affiliations

¹ Physical and Theoretical Chemistry Laboratory, Faculty of Science, University of Yaoundé I, P.O. Box, 812, Yaoundé, Cameroon; Computational Chemistry Laboratory, High Teacher Training College, University of Yaoundé I, P. O. Box, 47, Yaoundé, Cameroon. Electronic address: adjieufack21@gmail.com.
² Physical and Theoretical Chemistry Laboratory, Faculty of Science, University of Yaoundé I, P.O. Box, 812, Yaoundé, Cameroon.
³ Physical and Theoretical Chemistry Laboratory, Faculty of Science, University of Yaoundé I, P.O. Box, 812, Yaoundé, Cameroon; Computational Chemistry Laboratory, High Teacher Training College, University of Yaoundé I, P. O. Box, 47, Yaoundé, Cameroon.
⁴ Computational Chemistry Laboratory, High Teacher Training College, University of Yaoundé I, P. O. Box, 47, Yaoundé, Cameroon. Electronic address: indassa@yahoo.fr.

PMID: 31881470
DOI: 10.1016/j.jmgm.2019.107513

Abstract

This work lays out the flow of electron density taking place along four reaction pathways of 32CA reaction of acetonitrile oxide between 7-bromo-oxanorborn-5-en-2-one which has been examined in detail and in accordance with the bonding evolution theory (BET). The BET study makes apparent the non-concerted bond breaking/forming processes along each reaction pathway. The number (seven) of stability structural domains (SSD) found along the different reaction pathway through the syn and anti-approach is identical. For the both reaction pathway, the N-C triple and C-C double bonds are the main electron flux and responsible for the appearance of the fold-type catastrophe on N and C atoms. Finally, the C-C sigma bond formation corresponding to cusp catastrophe starts first and follows by the O-C one along the four different reaction pathways.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetonitriles
Electrons*
Quantum Theory*

Substances

Acetonitriles
acetonitrile oxide