Journal ArticleDOI
The Thiol-Michael Addition Click Reaction: A Powerful and Widely Used Tool in Materials Chemistry
Devatha P. Nair,Maciej Podgórski,Maciej Podgórski,Shunsuke Chatani,Tao Gong,Weixian Xi,Christopher R. Fenoli,Christopher N. Bowman +7 more
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TLDR
This review examines the reaction mechanisms, the substrates and catalysts used in the reaction, and the subsequent implementation of the thiol-Michael reaction in materials science.Abstract:
The key attribute of the thiol-Michael addition reaction that makes it a prized tool in materials science is its modular “click” nature, which allows for the implementation of this highly efficient, “green” reaction in applications that vary from small molecule synthesis to in situ polymer modifications in biological systems to the surface functionalization of material coatings. Over the past few decades, interest in the thiol-Michael addition reaction has increased dramatically, as is evidenced by the number of studies that have been dedicated to elucidating different aspects of the reaction that range from an in-depth analysis aimed at understanding the mechanistic pathways of the reaction to synthetic studies that have examined modifying molecular structures with the aim of yielding highly efficient thiol-Michael reaction monomers. This review examines the reaction mechanisms, the substrates and catalysts used in the reaction, and the subsequent implementation of the thiol-Michael reaction in materials...read more
Citations
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Hydrogel Adhesion: A Supramolecular Synergy of Chemistry, Topology, and Mechanics
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Synthetic alternatives to Matrigel.
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References
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Journal ArticleDOI
Thiol–Ene Click Chemistry
TL;DR: The radical-mediated thiol-ene reaction has all the desirable features of a click reaction, being highly efficient, simple to execute with no side products and proceeding rapidly to high yield.
Journal ArticleDOI
Molecular self-assembly and nanochemistry: a chemical strategy for the synthesis of nanostructures.
TL;DR: The ability to prepare structures in the upper part of this range of sizes would open a route to structures comparable in size (and perhaps complementary in function) to those that can be prepared by microlithography and other techniques of microfabrication.
Molecular self-assembly and nanochemistry: A chemical strategy for the synthesis of nanostructures
TL;DR: In this article, self-assembly is defined as the spontaneous association of molecules under equilibrium conditions into stable, structurally well-defined aggregates joined by noncovalent bonds.
Journal ArticleDOI
Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis
TL;DR: This critical review provides insight into emerging venues for application as well as new mechanistic understanding of this exceptional chemistry in its many forms.
Journal ArticleDOI
Synthetic matrix metalloproteinase-sensitive hydrogels for the conduction of tissue regeneration: Engineering cell-invasion characteristics
Matthias P. Lutolf,Janelle L. Lauer-Fields,H. G. Schmoekel,H. G. Schmoekel,A. T. Metters,Franz E. Weber,Gregg B. Fields,Jeffrey A. Hubbell +7 more
TL;DR: Gels used to deliver recombinant human bone morphogenetic protein-2 to the site of critical defects in rat cranium were completely infiltrated by cells and remodeled into bony tissue within 4 wk at a dose of 5 μg per defect.