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Review

On the Question of Zwitterionic Intermediates in the [3+2] Cycloaddition Reactions: A Critical Review

1
Institute of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow, Poland
2
Łukasiewicz Research Network—Institute of Heavy Organic Synthesis “Blachownia”, Energetyków 9, 47-225 Kędzierzyn-Koźle, Poland
*
Author to whom correspondence should be addressed.
Received: 9 November 2020 / Revised: 19 November 2020 / Accepted: 24 November 2020 / Published: 26 November 2020
(This article belongs to the Special Issue Cycloaddition Reaction in Organic Synthesis)
New discoveries require a fundamental revision of the view on the mechanism of the 32CAreaction (according to the older nomenclature defined as 1,3-dipolar cycloaddition reactions). The view of the one-step, “concerted” mechanism of such processes developed in the 20-century is very popular today, both in academic literature and among organic chemists who do not specialize in such transformations. Meanwhile, more and more reports bring examples of reactions that clearly cannot be treated as processes without intermediates. However, these examples are documented very differently. In addition to comprehensive studies using many complementary research techniques, there are also reports in which the presence of intermediates in the cycloaddition environment is postulated on the basis of very unreliable premises. This review is an attempt at a critical analysis and systematization of data in the presented area. View Full-Text
Keywords: [3+2] cycloaddition; mechanism; zwitterionic intermediates [3+2] cycloaddition; mechanism; zwitterionic intermediates
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MDPI and ACS Style

Jasiński, R.; Dresler, E. On the Question of Zwitterionic Intermediates in the [3+2] Cycloaddition Reactions: A Critical Review. Organics 2020, 1, 49-69. https://0-doi-org.brum.beds.ac.uk/10.3390/org1010005

AMA Style

Jasiński R, Dresler E. On the Question of Zwitterionic Intermediates in the [3+2] Cycloaddition Reactions: A Critical Review. Organics. 2020; 1(1):49-69. https://0-doi-org.brum.beds.ac.uk/10.3390/org1010005

Chicago/Turabian Style

Jasiński, Radomir, and Ewa Dresler. 2020. "On the Question of Zwitterionic Intermediates in the [3+2] Cycloaddition Reactions: A Critical Review" Organics 1, no. 1: 49-69. https://0-doi-org.brum.beds.ac.uk/10.3390/org1010005

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