title: Exploring strain-promoted 1,3-dipolar cycloadditions of end functionalized polymers.
abstract: Strain-promoted 1,3-dipolar cycloaddition of cyclooctynes with 1,3-dipoles such as azides, nitrones, and nitrile oxides, are of interest for the functionalization of polymers. In this study, we have explored the use of a 4-dibenzocyclooctynol (DIBO)-containing chain transfer agent in reversible addition-fragmentation chain transfer polymerizations. The controlled radical polymerization resulted in well-defined DIBO-terminating polymers that could be modified by 1,3-dipolar cycloadditions using nitrones, nitrile oxides, and azides having a hydrophilic moiety. The self-assembly properties of the resulting block copolymers have been examined. The versatility of the methodology was further demonstrated by the controlled preparation of gold nanoparticles coated with the DIBO-containing polymers to produce materials that can be further modified by strain-promoted cycloadditions.
authors.affiliation: Department of Chemistry, University of Georgia, 140 Cedar Street, Athens, GA 30602 (USA); Complex Carbohydrate Research Center, University of Georgia, 315 Riverbend Road, Athens, GA, 30602 (USA).
authors.forename: Petr A
authors.initials: PA
authors.lastname: Ledin
authors.forename: Nagesh
authors.initials: N
authors.lastname: Kolishetti
authors.forename: Manish S
authors.initials: MS
authors.lastname: Hudlikar
authors.forename: Geert-Jan
authors.initials: GJ
authors.lastname: Boons
mesh_terms: D057930:Click Chemistry / Q000379:methods*; D003500:Cyclization; D061565:Cycloaddition Reaction / Q000379:methods*; D058105:Polymerization; D011108:Polymers / Q000737:chemistry*
chemical_list: D011108:Polymers
keywords: alkynes; cycloaddition; gold; nanoparticles; polymerization