Computational insights into the inverse electron-demand Diels–Alder reaction of norbornenes with 1,2,4,5-tetrazines: norbornene substituents’ effects on the reaction rate-Reference-Cited by-同舟云学术

Computational insights into the inverse electron-demand Diels–Alder reaction of norbornenes with 1,2,4,5-tetrazines: norbornene substituents’ effects on the reaction rate

Published:2022 Issue:32 Volume:20 Page:6400-6412
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

García-Aznar Pablo¹,Escorihuela Jorge¹^ORCID

Affiliation:

1. Departamento de Química Orgánica, Facultad de Farmacia, Universitat de València, Avda. Vicente Andrés Estellés, s/n, Burjassot 46100, València, Spain

Abstract

The IEDDA reaction of 3,6-dipyridin-2-yl-1,2,4,5-tetrazine with norbornenes was studied by DFT calculations. The theoretical predictions were confirmed with published experimental data and analyzed with the use of the distortion/interaction model.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB01121B

Reference98 articles.

1. Click Chemistry: Diverse Chemical Function from a Few Good Reactions

2. A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal Alkynes

3. Peptidotriazoles on Solid Phase: [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides

4. The copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) “click” reaction and its applications. An overview

5. Copper-catalyzed azide–alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(i) acetylides

Cited by 6 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Aromatic (Co)polycarbonates bearing pendant norbornenyl groups: Synthesis, characterization and post-polymerization modification;High Performance Polymers;2024-08-28

2. Computational Organic Chemistry: The Frontier for Understanding and Designing Bioorthogonal Cycloadditions;Topics in Current Chemistry;2024-05-10

3. Thermodynamic Overview of Bioconjugation Reactions Pertinent to Lysine and Cysteine Peptide and Protein Residues;Compounds;2023-08-30

4. A computational study of 1,3-dipolar cycloadditions of nitrile oxides with dienes;Tetrahedron;2023-06

5. A Density Functional Theory Study on the Cobalt-Mediated Intramolecular Pauson–Khand Reaction of Enynes Containing a Vinyl Fluoride Moiety;Synthesis;2022-12-13