Diels-Alder Reactions in Polymer Chemistry: Synthesis of Pyridoxine on a Polymeric Backbone

Ritter, Helmut; Sperber, Rolf

doi:10.1021/ma00098a055

Cited by 22 publications

(10 citation statements)

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“…The cycloaddition reaction between a diene and a substituted alkene (dienophile), which was discovered in 1928 by Diels and Alder and distinguished with a Nobel Prize in Chemistry in 1950,165 emerged as an attractive tool for post‐polymerization modification in the 1990s 166, 167. The Diels‐Alder reaction fulfills the “click” criteria,168 as it can proceed with quantitative yields without any side reactions, is tolerant to a wide variety of functional groups and orthogonal with many other chemistries, such as CuAAC 169, 170.…”

Section: Post‐polymerization Modification Reactionsmentioning

confidence: 99%

Standing on the shoulders of Hermann Staudinger: Post‐polymerization modification from past to present

Günay

Théato

Klok

2012

J. Polym. Sci. A Polym. Chem.

351

318

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With a span as long as the history of polymer science itself, post-polymerization modification represents a versatile platform for the preparation of diversely functionalized polymers from a single precursor. Starting with the initial efforts by Staudinger in the 1920s, many of the early developments in modern polymer science can be attributed to the utilization of post-polymerization modification reactions. The scope of post-polymerization modification has greatly expanded since the 1990s due to the development of functional group tolerant controlled/living polymerization techniques combined with the (re)discovery of highly efficient coupling chemistries that allow quantitative, chemoselective, and orthogonal functionalization of reactive polymer precursors. After some basic mechanistic considerations, this Highlight will provide an overview of the development and evolution of eight main classes of post-polymerization modification reactions.

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Section: Post‐polymerization Modification Reactionsmentioning

confidence: 99%

Standing on the shoulders of Hermann Staudinger: Post‐polymerization modification from past to present

Günay

Théato

Klok

2012

J. Polym. Sci. A Polym. Chem.

351

318

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“…Ritter and co-workers have used the Diels−Alder reaction to synthesize pyridoxine (vitamin B 6 ) ) .…”

Section: Cycloaddition Reactionsmentioning

confidence: 99%

Carbon−Carbon Bond Forming Solid-Phase Reactions

1999

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“…It has been successfully and widely adapted to macromolecular chemistry for the construction of different kinds of polymers [70]. Also, DA chemistry has been used as an alternative click chemistry to Huisgen Type 1,3-cycloadditions [71].…”

Section: Diels-alder Reactionmentioning

confidence: 99%