Journal Article10.1002/CHIN.200135279
Click Chemistry: Diverse Chemical Function from a Few Good Reactions
6.7K
TL;DR: In this article, a set of powerful, highly reliable, and selective reactions for the rapid synthesis of useful new compounds and combinatorial libraries through heteroatom links (C-X-C), an approach called click chemistry is defined, enabled, and constrained by a handful of nearly perfect "springloaded" reactions.
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Abstract: Examination of nature's favorite molecules reveals a striking preference for making carbon-heteroatom bonds over carbon-carbon bonds-surely no surprise given that carbon dioxide is nature's starting material and that most reactions are performed in water. Nucleic acids, proteins, and polysaccharides are condensation polymers of small subunits stitched together by carbon-heteroatom bonds. Even the 35 or so building blocks from which these crucial molecules are made each contain, at most, six contiguous C-C bonds, except for the three aromatic amino acids. Taking our cue from nature's approach, we address here 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 (C-X-C), an approach we call "click chemistry". Click chemistry is at once defined, enabled, and constrained by a handful of nearly perfect "spring-loaded" reactions. The stringent criteria for a process to earn click chemistry status are described along with examples of the molecular frameworks that are easily made using this spartan, but powerful, synthetic strategy.
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Citations
Evaluation of an integrin αvβ6-specific peptide labeled with [18F]fluorine by copper-free, strain-promoted click chemistry.
TL;DR: Copper-free, strain-promoted click chemistry is an attractive, straightforward approach to radiolabeling of an α(v)β(6) integrin targeting peptide via strain- Promoted click using a fluorine-18 prosthetic group and in vitro and in vivo evaluation.
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On-surface single molecule synthesis chemistry: a promising bottom-up approach towards functional surfaces.
TL;DR: This review introduces recent progress on surface synthesis and focuses on supramolecular self-assembled structures driven by several typical chemical reactions at solid surfaces, with the aid of scanning tunneling microscopy (STM).
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Wavelength-Selective Sequential Polymer Network Formation Controlled with a Two-Color Responsive Initiation System
TL;DR: By demonstrating complete light control in another sequential polymerization system (thiol-Michael and thiol-ene hybrid polymerization), this initiator pair exhibits great potential to regulate many other coupled anion and radical hybrid polymerizations in both a sequential and controllable manner.
Nonenzymatic enantioselective synthesis of all-carbon quaternary centers through desymmetrization.
TL;DR: This review focuses on nonenzymatic desymmetrizations that utilize transition metal catalysts or organocatalysts to distinguish between enantiotopic groups to generate enantioenriched compounds containing all-carbon quaternary stereocenters.
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Visible-Light-Initiated Thiol-Michael Addition Polymerizations with Coumarin-Based Photobase Generators: Another Photoclick Reaction Strategy
TL;DR: Owing to its features, this visible-light photobase generator enables homogeneous network formation in thiol-Michael polymerizations and also has the potential to be exploited in other visible- light-induced, base-catalyzedThiol-click processes such as thiol/epoxy network-forming reactions.
References
Click Chemistry: Diverse Chemical Function from a Few Good Reactions.
TL;DR: In this paper, a set of powerful, highly reliable, and selective reactions for the rapid synthesis of useful new compounds and combinatorial libraries through heteroatom links (C-X-C), an approach called click chemistry is defined, enabled, and constrained by a handful of nearly perfect "springloaded" reactions.
9.7K
Sequential Transformations in Organic Chemistry: A Synthetic Strategy with a Future†
Lutz F. Tietze,Uwe Beifuss +1 more
TL;DR: Organic-chemical synthesis has always fascinated chemists and will not lose its importance in the future as mentioned in this paper, and it is a truism that all chemists are dependent on the synthesis of those compounds with which they want to work.
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•Book
Organic reactions in aqueous media
Chao-Jun Li,Tak Hang Chan +1 more
- 01 Jan 1997
TL;DR: In this article, the authors present a list of metal-mediated reaction types for industrial applications: transition-metal-catalyzed reactions, nucleophilic additions and substitutions, pericyclic reactions, and Oxidations and reductions.
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