Dual-pathway chain-end modification of RAFT polymers using visible light and metal-free conditions

Emre H. Discekici; Shelby L. Shankel; Athina Anastasaki; Bernd Oschmann; In-Hwan Lee; Jia Niu; Alaina J. McGrath; Paul G. Clark; David S. Laitar; Javier Read de Alaniz; Craig J. Hawker; David J. Lunn

doi:10.1039/C6CC08370F

Dual-pathway chain-end modification of RAFT polymers using visible light and metal-free conditions†

Emre H. Discekici,^ab Shelby L. Shankel,^a Athina Anastasaki,^b Bernd Oschmann,^b In-Hwan Lee,^b Jia Niu,

^b Alaina J. McGrath,^b Paul G. Clark,^c David S. Laitar,^c Javier Read de Alaniz,*^ab Craig J. Hawker

*^abd and David J. Lunn*^be

Author affiliations

* Corresponding authors

^a Department of Chemistry and Biochemistry, University of California, Santa Barbara, California, USA

^b Materials Research Laboratory, University of California, Santa Barbara, California, USA
E-mail: hawker@mrl.ucsb.edu

^c The Dow Chemical Company, Midland, Michigan, USA

^d Materials Department, University of California, Santa Barbara, California, USA

^e Department of Chemistry, University of Oxford, Oxford OX1 3TA, UK

Abstract

We report a metal-free strategy for the chain-end modification of RAFT polymers utilizing visible light. By turning the light source on or off, the reaction pathway in one pot can be switched between either complete desulfurization (hydrogen chain-end) or simple cleavage (thiol chain-end), respectively. The versatility of this process is exemplified by application to a wide range of polymer backbones under mild, quantitative conditions using commercial reagents.

Chemical Communications

Dual-pathway chain-end modification of RAFT polymers using visible light and metal-free conditions†

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Dual-pathway chain-end modification of RAFT polymers using visible light and metal-free conditions

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