caa a22 4500 605512175 CHVBK 20210128100654.0 cr unu---uuuuu 210128e20151001xx s 000 0 eng 10.1007/s00894-015-2810-2 doi (NATIONALLICENCE)springer-10.1007/s00894-015-2810-2 Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review [Elektronische Daten] [Tayebeh Hosseinnejad, Bahareh Fattahi, Majid Heravi] Recently, the experimental and computational chemists have been attracted widely to the click synthesis of 1,2,3 triazoles and their derivatives, mainly due to the fact that they are interesting from structural and mechanistic points of view. Moreover, catalyzed click have been well established as a successful strategy showing high regioselectivity and high yield for the synthesis of 1,2,3-triazoles. In this review, we try to highlight the recently reported computational assessments on the origins and predection of regioselectivity in the catalyzed click synthesis of triazoles from the mechanistic and thermodynamical points of view. In this light, density functional theory (DFT) calculations on the free energy profiles of azide-alkyne cycloaddition reactions have been underscored. The stereoelectronic features for the role of copper, ruthenium, and iridium as catalyst on regioselectivity of click reactions have also be discussed. Graphical Abstract Computational origins for the regioselective behavior of 1,2,3 triazoles click synthesis Springer-Verlag Berlin Heidelberg, 2015 Azide-alkyne cycloaddition nationallicence Catalyzed click reaction nationallicence Density functional theory nationallicence Free energy reaction profile nationallicence Regioselectivity nationallicence Stereoelectronic effect nationallicence 1,2,3 triazole nationallicence Hosseinnejad Tayebeh Department of Chemistry, Alzahra University, Vanak, Tehran, Iran aut Fattahi Bahareh Department of Chemistry, Alzahra University, Vanak, Tehran, Iran aut Heravi Majid Department of Chemistry, Alzahra University, Vanak, Tehran, Iran aut Journal of Molecular Modeling Springer Berlin Heidelberg 21/10(2015-10-01), 1-37 1610-2940 21:10<1 2015 21 894 https://doi.org/10.1007/s00894-015-2810-2 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 review-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00894-015-2810-2 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Hosseinnejad Tayebeh Department of Chemistry, Alzahra University, Vanak, Tehran, Iran aut NATIONALLICENCE 700 1- Fattahi Bahareh Department of Chemistry, Alzahra University, Vanak, Tehran, Iran aut NATIONALLICENCE 700 1- Heravi Majid Department of Chemistry, Alzahra University, Vanak, Tehran, Iran aut NATIONALLICENCE 773 0- Journal of Molecular Modeling Springer Berlin Heidelberg 21/10(2015-10-01), 1-37 1610-2940 21:10<1 2015 21 894