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J Am Chem Soc. 2010 Aug 18;132(32):11024-6. doi: 10.1021/ja105066t.

High density orthogonal surface immobilization via photoactivated copper-free click chemistry.

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  • 1Department of Chemistry, Faculty of Engineering, and the Center for Nanoscale Science and Engineering, University of Georgia, Athens, Georgia 30602, USA.


Surfaces containing reactive ester polymer brushes were functionalized with cyclopropenone-masked dibenzocyclooctynes for the light activated immobilization of azides using catalyst-free click chemistry. The photodecarbonylation reaction in the amorphous brush layer is first order for the first 45 s with a rate constant of 0.022 s(-1). The catalyst-free cycloaddition of surface bound dibeznocyclooctynes proceeds rapidly in the presence of azides under ambient conditions. Photolithography using a shadow mask was used to demonstrate patterning with multiple azide containing molecules. This surface immobilization strategy provides a general and facile platform for the generation of multicomponent surfaces with spatially resolved chemical functionality.

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