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Click Chemistry

The term "click chemistry" was introduced by K. Barry Sharpless et al. and denotes the development of a set of powerful, highly reliable, and selective reactions for the rapid synthesis of useful new compounds and combinatorial libraries through heteroatom links. Their Review in Angewandte Chemie in 2001 still ranks among the most accessed online articles in the journal.

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Recent Articles

Lignin-Based Materials Through Thiol–Maleimide “Click” Polymerization

Lignin‐Based Materials Through Thiol–Maleimide “Click” Polymerization

“Clicknin” materials: Soda lignin is functionalized with 11-maleimidoundecylenic acid (11-MUA) under solvent- and catalyst-free conditions and further polymerized through a thiol–ene “click” reaction with different polyfunctional thiol linkers. The resultant materials have a final lignin content of 30–40 % and tailored thermomechanical properties depending on the degree of functionality of the linker and the 11-MUA content.

[Full Paper]
Pietro Buono, Antoine Duval, Luc Averous, Youssef Habibi
ChemSusChem, February 21, 2017, DOI: 10.1002/cssc.201601738. Read article

Determining the Origin of Rate-Independent Chemoselectivity in CuAAC Reactions: An Alkyne-Specific Shift in Rate-Determining Step

Determining the Origin of Rate‐Independent Chemoselectivity in CuAAC Reactions: An Alkyne‐Specific Shift in Rate‐Determining Step

The old switcheroo: A kinetic and spectroscopic analysis of alkyne-dependent chemoselectivity in the copper-catalyzed azide–alkyne click (CuAAC) reaction is reported. Studies of six alkyne subtypes reveal that the rate-determining step (RDS) of an aromatic ynamine class is shifted from acetylide formation to the azide ligation/migratory insertion event allowing chemoselectivity independent of overall rate.

Ciaran P. Seath, Glenn A. Burley, Allan J. B. Watson
Angew. Chem. Int. Ed., February 16, 2017, DOI: 10.1002/anie.201612288. Read article

Rapid and Complete Surface Modification with Strain-Promoted Oxidation-Controlled Cyclooctyne-1,2-Quinone Cycloaddition (SPOCQ)

Rapid and Complete Surface Modification with Strain‐Promoted Oxidation‐Controlled Cyclooctyne‐1,2‐Quinone Cycloaddition (SPOCQ)

Throwing DARTs at a surface: The strain-promoted oxidation-controlled cyclooctyne-1,2-quinone cycloaddition (SPOCQ) between bicyclo[6.1.0]nonyne (BCN) and a surface-bound quinone revealed an unprecedented 100 % conjugation efficiency.

Rickdeb Sen, Jorge Escorihuela, Floris van Delft, Han Zuilhof
Angew. Chem. Int. Ed., February 15, 2017, DOI: 10.1002/anie.201612037. Read article

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