Palladium-catalyzed cross-coupling was investigated for installing functional groups onto polymers derived from reversible addition-fragmentation chain-transfer (RAFT) polymerization. Cross-coupling products were realized utilizing a range of functional boronic acids under convenient reaction conditions with short reaction times, at near-ambient temperatures, and using air-stable reagents. A custom monomer was synthesized bearing a reactive handle for subsequent cross coupling reactions and its chemical structure was verified using nuclear magnetic resonance. RAFT polymerization of this monomer revealed attributes of a reversible deactivation radical polymerization (RDRP) while yielding polymers with predetermined molecular weights and narrow dispersity values. Retention of living chain ends was evidenced by efficient chain extension and block copolymer formation. Fundamental experiments were performed to determine optimal reaction conditions to maximize funct1ionalizations during cross-coupling. The utility of this new functionalization strategy was explored by investigating structure-property relationships and by synthesizing complex polymeric architectures.

Designer polymers from palladium-catalyzed cross-coupling reactions

254th National Meeting (2017)

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