RETRACTED ARTICLE: Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review

Journal of Molecular Modeling volume 21, Article number: 264 (2015) Cite this article

This article was retracted on 07 March 2019

Abstract

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.

Computational origins for the regioselective behavior of 1,2,3 triazoles click synthesis

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Acknowledgments

The authors gratefully acknowledge the partial financial support from the research council of Alzahra University.

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Affiliations

  1. Department of Chemistry, Alzahra University, Vanak, Tehran, Iran

    Tayebeh Hosseinnejad, Bahareh Fattahi & Majid M. Heravi

Authors
  1. Tayebeh Hosseinnejad
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  2. Bahareh Fattahi
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  3. Majid M. Heravi
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Corresponding author

Correspondence to Majid M. Heravi.

Additional information

A correction to this article is available online at https://doi.org/10.1007/s00894-019-3978-7.

The editor has retracted this article because it contains sections that substantially overlap with a number of previously published sources without appropriate citation and acknowledgment. Tayebeh Hosseinnejad and Majid M. Heravi do not agree to this retraction. Bahareh Fattahi could not be reached for comment.

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Hosseinnejad, T., Fattahi, B. & Heravi, M.M. RETRACTED ARTICLE: Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review. J Mol Model 21, 264 (2015). https://doi.org/10.1007/s00894-015-2810-2

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Keywords

  • Azide-alkyne cycloaddition
  • Catalyzed click reaction
  • Density functional theory
  • Free energy reaction profile
  • Regioselectivity
  • Stereoelectronic effect
  • 1,2,3 triazole