Click Chemistry in Materials Science

We review several of the reactions most frequently identified and implemented as click reactions in materials science, addressing briefly their history, mechanism, and relative advantages and disadvantages

Weixian Xi; Timothy F. Scott; Christopher J. Kloxin; Christopher N. Bowman


Scholarcy highlights

  • With the goals espoused by Sharpless and Despite originating only a little more than a decade ago, click chemistry has coworkers when they first introduced the become one of the most powerful paradigms in materials science, synthesis, and modification
  • One main criticism advanced by Sharpless and co-workers is that conventional approaches to the natural products synthesis are too heavily invested in structure and that a great deal of discovery can be done by utilizing only ‘a few good reactions’
  • As a consequence of the simplicity of click reactions, synthesis and chemical modification has become far more accessible to a wide community of researchers, in the materials arena, who previously would not have considered venturing into organic chemistry
  • Fact, a recent highlight identified specific criteria for the categorization of reactions in polymer chemistry as click reactions that can serve as a guidepost in this area
  • The above methods for the photo-generation of reactive functional groups that subsequently undergo efficient click reactions all enable numerous applications such as surface modification and bioactive labeling, it is important to note that these systems, other than the thiol-ene/yne reactions, have, at best, one reaction event occur per absorbed photon
  • Many click reactions have been developed and applied in materials science, the number of click reactions is still small compared with the enormity of the organic chemistry reaction library and with the need for this reaction paradigm, in the materials area
  • Popik and co-workers utilized UV irradiation to convert cyclopropenone-masked cyclooctynes into cyclooctynes which subsequently reacted with fluorescent azides through copper free azide-alkyne cycloaddition to yield a patterned surface. Recently, the Barner-Kowollik group reported a similar strategy to generate surface patterns using a phototriggered Diels-Alder reaction. They employed a DielsAlder reaction to form a photoactive phencyclone precursor which releases CO and H2 upon UV irradiation

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