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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

Copper Catalysis and Organocatalysis Showing the Way: Synthesis of Selenium-containing Highly Functionalized 1,2,3-Triazoles

Copper Catalysis and Organocatalysis Showing the Way: Synthesis of Selenium‐containing Highly Functionalized 1,2,3‐Triazoles

[Personal Account]
Diego Alves, Bruna Goldani, Eder J. Lenardão, Gelson Perin, Ricardo F. Schumacher, Márcio W. Paixão
Chem. Rec., December 13, 2017, https://doi.org/10.1002/tcr.201700058 Read article

Highly Branched Polymers with Layered Structures that Mimic Light-Harvesting Processes

Highly Branched Polymers with Layered Structures that Mimic Light‐Harvesting Processes

Hyperbranched polymers (HBPs) with decorated donor (Coumarin 2, C2) and acceptor (Coumarin 343, C343) chromophores in different domains were constructed by chain-growth copper-catalyzed azide–alkyne cycloaddition polymerization (CuAACP) to demonstrate the function of light harvesting in a polymeric nanostructure. The efficiency of the energy transfer extended up to 98 %.

[Communication]
Yi Shi, Xiaosong Cao, Daqiao Hu, Haifeng Gao
Angew. Chem. Int. Ed., December 12, 2017, https://doi.org/10.1002/anie.201709492 Read article

Phthalimide–Oxy Derivatives for 3′- or 5′-Conjugation of Oligonucleotides by Oxime Ligation and Circularization of DNA by “Bis- or Tris-Click” Oxime Ligation

Phthalimide–Oxy Derivatives for 3′‐ or 5′‐Conjugation of Oligonucleotides by Oxime Ligation and Circularization of DNA by “Bis‐ or Tris‐Click” Oxime Ligation

[Full Paper]
Albert Meyer, Jean-Jacques Vasseur, Pascal Dumy, François Morvan
Eur. J. Org. Chem., December 11, 2017, https://doi.org/10.1002/ejoc.201701317 Read article

Exclusive Synthesis of Poly(3-hexylthiophene) with an Ethynyl Group at Only One End for Effective Block Copolymerization

Exclusive Synthesis of Poly(3‐hexylthiophene) with an Ethynyl Group at Only One End for Effective Block Copolymerization

Quenching of Kumada–Tamao catalyst-transfer polymerization with ethynylmagnesium chloride gives poly(3-hexylthiophene) (P3HT) having mono- and di-capped ethynyl end groups; consequently, diblock copolymer synthesized by click reaction with another azide-ended polymer is contaminated with tri-block polymer. Post end-modification of P3HT having H/Br end groups by Sonogashira coupling and deprotection exclusively gives P3HT ethynyl-functionalized at one end, enabling synthesis of uncontaminated diblock copolymer.

[Communication]
Geng Zhang, Yoshihiro Ohta, Tsutomu Yokozawa
Macromol. Rapid Commun., November 20, 2017, https://doi.org/10.1002/marc.201700586 Read article

Click Chemistry Derived Pyridazines: Electron-Deficient Building Blocks with Defined Conformation and Packing Structure

Click Chemistry Derived Pyridazines: Electron‐Deficient Building Blocks with Defined Conformation and Packing Structure

It suddenly clicked: Clicking a pyridazine core via triazole moieties to fluoroaryl units affords versatile electron-deficient building blocks with defined conformational preferences and supramolecular organization for foldamer design and n-type organic semiconductors.

[Full Paper]
Irén Birkenfelder, Johannes Gurke, Lutz Grubert, Stefan Hecht, Bernd M. Schmidt
Chem. Asian J., November 20, 2017, https://doi.org/10.1002/asia.201701277 Read article

Combining Click Sulfur(VI)-Fluoride Exchange with Photoiniferters: A Facile, Fast, and Efficient Strategy for Postpolymerization Modification

Combining Click Sulfur(VI)‐Fluoride Exchange with Photoiniferters: A Facile, Fast, and Efficient Strategy for Postpolymerization Modification

A novel photoiniferter agent 4-(fluorosulfonyl)benzyl diethylcarbamodithioate containing both dithiocarbamates and sulfonyl fluoride moieties is successfully developed to act as both photoinitiator and click sulfur(VI)-fluoride exchange (SuFEx) agent. Furthermore, it is demonstrated that the utility of the SuFEx reaction is a practical and convenient route for postpolymerization functionalization of polymers.

[Communication]
Peixi Wang, Yishi Dong, Xiaowen Lu, Zhaoqiang Wu, Hong Chen
Macromol. Rapid Commun., November 16, 2017, https://doi.org/10.1002/marc.201700523 Read article

One-Pot Synthesis of Thermoresponsive Amyloidogenic Peptide–Polymer Conjugates via Thio–Bromo “Click” Reaction of RAFT Polymers

One‐Pot Synthesis of Thermoresponsive Amyloidogenic Peptide–Polymer Conjugates via Thio–Bromo “Click” Reaction of RAFT Polymers

The synthesis of amyloid-β17–20 peptide-based polymeric conjugate is documented via efficient in situ tandem reactions of aminolysis/thio–bromo “click” reaction for reversible addition fragmentation chain transfer polymers, exhibiting thermoresponsiveness and micelle formation.

[Communication]
Sonu Kumar, Stefanie Deike, Wolfgang H. Binder
Macromol. Rapid Commun., October 27, 2017, https://doi.org/10.1002/marc.201700507 Read article

Click and Click-Inspired Chemistry for the Design of Sequence-Controlled Polymers

Click and Click‐Inspired Chemistry for the Design of Sequence‐Controlled Polymers

Click-inspired reactions have been shown to be powerful chemistry platforms for the synthesis of sequence-controlled polymers. Such precision polymers are actually pushing the application boundaries of synthetic polymers further than ever.

[Review]
Steven Martens, Joshua O. Holloway, Filip. E. Du Prez
Macromol. Rapid Commun., October 09, 2017, https://doi.org/10.1002/marc.201700469 Read article

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