Literature DB >> 24638229

Combined activation strain model and energy decomposition analysis methods: a new way to understand pericyclic reactions.

Israel Fernández1.   

Abstract

The recently introduced activation strain model (ASM) has allowed us to gain more insight into the intimacies of different fundamental processes in chemistry. In combination with the energy decomposition analysis (EDA) method, we have nowadays a very useful tool to quantitatively understand the physical factors that govern the activation barriers of reactions within organic and organometallic chemistry. In this Perspective article, we present selected illustrative examples of the application of this method to pericyclic reactions (Diels-Alder and double group transfer reactions) to show that this methodology nicely complements other more traditional, widely used theoretical methods.

Year:  2014        PMID: 24638229     DOI: 10.1039/c4cp00346b

Source DB:  PubMed          Journal:  Phys Chem Chem Phys        ISSN: 1463-9076            Impact factor:   3.676


  7 in total

1.  Reactivity and regioselectivity in reactions of methyl and ethyl azides with cyclooctynes: activation strain model and energy decomposition analysis.

Authors:  Felipe de S Vilhena; José Walkimar de M Carneiro
Journal:  J Mol Model       Date:  2016-12-28       Impact factor: 1.810

2.  Ni(NHC)]-catalyzed cycloaddition of diynes and tropone: apparent enone cycloaddition involving an 8π insertion.

Authors:  Puneet Kumar; Ashish Thakur; Xin Hong; K N Houk; Janis Louie
Journal:  J Am Chem Soc       Date:  2014-12-05       Impact factor: 15.419

3.  The activation strain model and molecular orbital theory.

Authors:  Lando P Wolters; F Matthias Bickelhaupt
Journal:  Wiley Interdiscip Rev Comput Mol Sci       Date:  2015-05-18

4.  Unconventional exo selectivity in thermal normal-electron-demand Diels-Alder reactions.

Authors:  Guo-Ming Ho; Ci-Jhang Huang; Elise Yu-Tzu Li; Sheng-Kai Hsu; Ti Wu; Medel Manuel L Zulueta; Kevin Binchia Wu; Shang-Cheng Hung
Journal:  Sci Rep       Date:  2016-10-12       Impact factor: 4.379

5.  Molecular design principles towards exo-exclusive Diels-Alder reactions.

Authors:  Ci-Jhang Huang; Elise Y Li
Journal:  RSC Adv       Date:  2019-03-04       Impact factor: 3.361

6.  Catalysis by Bidentate Iodine(III)-Based Halogen Donors: Surpassing the Activity of Strong Lewis Acids.

Authors:  Susana Portela; Jorge J Cabrera-Trujillo; Israel Fernández
Journal:  J Org Chem       Date:  2021-03-25       Impact factor: 4.198

7.  Pericyclic reaction benchmarks: hierarchical computations targeting CCSDT(Q)/CBS and analysis of DFT performance.

Authors:  Pascal Vermeeren; Marco Dalla Tiezza; Mark E Wolf; Mitchell E Lahm; Wesley D Allen; Henry F Schaefer; Trevor A Hamlin; F Matthias Bickelhaupt
Journal:  Phys Chem Chem Phys       Date:  2022-08-03       Impact factor: 3.945

  7 in total

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