Computational Study of the Mechanism and Reactivity of -Himachalene in Presence of Carbenes Using DFT

Document Type : Research Article

Authors

1 Laboratory of Biomolecular Chemistry, Natural Substances and Reactivity, Faculty of Sciences Semlalia, Cadi Ayyad University, P.O. Box 2390, Marrakech, MOROCCO

2 Higher School of Education and Training, Berrechid, Hassan First University, Settat, MOROCCO

3 Laboratory of Process, Signals, Industrial Systems, Computer Science, Superior School of Technology, Cadi Ayyad University, Dar Si-Aïssa Road, 46000, BP 89, Safi, MOROCCO

4 Sultan Moulay Slimane University of Beni Mellal, Research Group in Environmental Sciences and Applied Materials (SEMA), FP Khouribga, B.P.145, 25000 Khouribga, MOROCCO

Abstract

The reactivity of the bicyclic sesquiterpene β-himachalene which is considered one of the main constituents of the essential oil of the Atlas cedar (Cedrus atlantica) and its derivatives have been studied extensively, in order to prepare new biological products. The title compound, C17H26Br2 was synthesized from the β-himachalene with :CBr2, in dichloromethane (DCM) and with :CH2 cycloaddition reaction, in diethyl ether. Density functional theory (DFT) calculations at the B3LYP/6-311+G(d,p) computational level account for the total chemo- and regioselectivity, in complete agreement with the experimental outcomes.

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References

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Iranian Journal of Chemistry and Chemical Engineering
Volume 41, Issue 2 - Serial Number 112
February 2022
Pages 410-416

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