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1,3-Dipolar cycloaddition

About: 1,3-Dipolar cycloaddition is a(n) research topic. Over the lifetime, 5560 publication(s) have been published within this topic receiving 98615 citation(s).
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24 May 1984-
Abstract: Historical Note, General Principle and Mechanistic Criteria. Nitrile Ylides. Nitrile Oxides and Nitrile Imines. Diazoalkanes. Azides and Nitrous Oxide. Azomethine Ylides. Azomethine Imines. Mesoionic Ring Systems. Nitrones. Azimines, Azoxy Compounds and Nitro Compounds. Ozone and Carbonyl Oxides. Intramolecular Dipolar Cycloadditions. Theory of 1,3--Dipolar Cycloadditions. 1,3--Dipolar Cycloreversions. Higher Order Dipolar Cycloadditions.

2,048 citations


Journal ArticleDOI
14 Mar 1998-Chemical Reviews

1,585 citations


Journal ArticleDOI
Abstract: The modification of polymers after the successful achievement of a polymerization process represents an important task in macromolecular science. Cycloaddition reactions, among them the metal catalyzed azide/alkyne ‘click’ reaction (a variation of the Huisgen 1,3-dipolar cycloaddition reaction between terminal acetylenes and azides) represents an important contribution towards this endeavor. They combine high efficiency (usually above 95%) with a high tolerance of functional groups and solvents, as well as moderate reaction temperatures (25–70 °C). The present review assembles recent literature for applications of this reaction in the field of polymer science (linear polymers, dendrimers, gels) as well as the use of this and related reactions for surface modification on carbon nanotubes, fullerenes, and on solid substrates, and includes the authors own publications in this field. A number of references (>100) are included.

1,405 citations


Journal ArticleDOI
TL;DR: Huisgen's 1,3-dipolar cycloadditions become nonconcerted when copper(I) acetylides react with azides and nitrile oxides, providing ready access to 1,4-disubstituted 1,2, 3-triazoles and 3, 4-disubsided isoxazoles, respectively.
Abstract: Huisgen's 1,3-dipolar cycloadditions become nonconcerted when copper(I) acetylides react with azides and nitrile oxides, providing ready access to 1,4-disubstituted 1,2,3-triazoles and 3,4-disubstituted isoxazoles, respectively. The process is highly reliable and exhibits an unusually wide scope with respect to both components. Computational studies revealed a stepwise mechanism involving unprecedented metallacycle intermediates, which appear to be common for a variety of dipoles.

1,358 citations


Journal ArticleDOI
Abstract: The metal catalyzed azide/alkyne ‘click’ reaction (a variation of the Huisgen 1,3-dipolar cycloaddition reaction between terminal acetylenes and azides) has vastly increased in broadness and application in the field of polymer science. Thus, this reaction represents one of the few universal, highly efficient functionalization reactions, which combines both high efficiency with an enormously high tolerance of functional groups and solvents under highly moderate reaction temperatures (25–70 °C). The present review assembles an update of this reaction in the field of polymer science (linear polymers, surfaces) with a focus on the synthesis of functionalized polymeric architectures and surfaces.

710 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202179
2020104
201993
2018114
2017146
2016191

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Topic's top 5 most impactful authors

Raghavachary Raghunathan

66 papers, 817 citations

Ronald Grigg

40 papers, 797 citations

Lubor Fišera

35 papers, 204 citations

José M. Sansano

27 papers, 432 citations

Juan C. Carretero

25 papers, 1.1K citations