Volume 6, Issue 1
​Theoretical Study of 1, 3-Dipolar Cycloadditions Regioselectivity of Benzyl Azide with Glycosyl-o-Acetylene Using Density Functional Theory (DFT)

Adib Ghaleb, Adnane Aouidate, Abdelouahid Sbai, Tahar Lakhlifi, Hamid Maghat & Mohammed Bouachrine

Commun. Comput. Chem., 6 (2018), pp. 13-22.

Published online: 2018-05

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A theoretical study of 1, 3 cycloaddition has been carried out using density functional theory (DFT) methods at the B3LYP/6-31G* level. The regioselectivity of the reaction have been clarified through different theoretical approaches: Case of a Two-Center Process (domingo approach), HSAB principle (Gazquez and Mendez approach), and the activation energy calculations. The analysis of results shows that the reaction takes place along concerted asynchronous mechanism and the isomer meta is favored, in agreement with the experiment results.

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@Article{CiCC-6-13, author = {Ghaleb , AdibAouidate , AdnaneSbai , AbdelouahidLakhlifi , TaharMaghat , Hamid and Bouachrine , Mohammed}, title = {​Theoretical Study of 1, 3-Dipolar Cycloadditions Regioselectivity of Benzyl Azide with Glycosyl-o-Acetylene Using Density Functional Theory (DFT)}, journal = {Communications in Computational Chemistry}, year = {2018}, volume = {6}, number = {1}, pages = {13--22}, abstract = {

A theoretical study of 1, 3 cycloaddition has been carried out using density functional theory (DFT) methods at the B3LYP/6-31G* level. The regioselectivity of the reaction have been clarified through different theoretical approaches: Case of a Two-Center Process (domingo approach), HSAB principle (Gazquez and Mendez approach), and the activation energy calculations. The analysis of results shows that the reaction takes place along concerted asynchronous mechanism and the isomer meta is favored, in agreement with the experiment results.

}, issn = {2617-8575}, doi = {https://doi.org/10.4208/cicc.2018.v6.n1.2}, url = {http://global-sci.org/intro/article_detail/cicc/12038.html} }
TY - JOUR T1 - ​Theoretical Study of 1, 3-Dipolar Cycloadditions Regioselectivity of Benzyl Azide with Glycosyl-o-Acetylene Using Density Functional Theory (DFT) AU - Ghaleb , Adib AU - Aouidate , Adnane AU - Sbai , Abdelouahid AU - Lakhlifi , Tahar AU - Maghat , Hamid AU - Bouachrine , Mohammed JO - Communications in Computational Chemistry VL - 1 SP - 13 EP - 22 PY - 2018 DA - 2018/05 SN - 6 DO - http://doi.org/10.4208/cicc.2018.v6.n1.2 UR - https://global-sci.org/intro/article_detail/cicc/12038.html KW - 1, 3-dipolar cycloadditions, 1,2,3-Triazole, regioselectivity, DFT calculations, Parr Functions. AB -

A theoretical study of 1, 3 cycloaddition has been carried out using density functional theory (DFT) methods at the B3LYP/6-31G* level. The regioselectivity of the reaction have been clarified through different theoretical approaches: Case of a Two-Center Process (domingo approach), HSAB principle (Gazquez and Mendez approach), and the activation energy calculations. The analysis of results shows that the reaction takes place along concerted asynchronous mechanism and the isomer meta is favored, in agreement with the experiment results.

Adib Ghaleb, Adnane Aouidate, Abdelouahid Sbai, Tahar Lakhlifi, Hamid Maghat & Mohammed Bouachrine. (2019). ​Theoretical Study of 1, 3-Dipolar Cycloadditions Regioselectivity of Benzyl Azide with Glycosyl-o-Acetylene Using Density Functional Theory (DFT). Communications in Computational Chemistry. 6 (1). 13-22. doi:10.4208/cicc.2018.v6.n1.2
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