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Literature DB >> 28111654

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

Emre H Discekici¹, Shelby L Shankel², Athina Anastasaki³, Bernd Oschmann³, In-Hwan Lee³, Jia Niu³, Alaina J McGrath³, Paul G Clark⁴, David S Laitar⁴, Javier Read de Alaniz¹, Craig J Hawker⁵, David J Lunn⁶.

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.

Entities: Chemical

Year: 2017 PMID： 28111654 PMCID： PMC5313033 DOI： 10.1039/c6cc08370f

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

14 in total

1. New polymer synthesis by nitroxide mediated living radical polymerizations.

Authors: C J Hawker; A W Bosman; E Harth
Journal: Chem Rev Date: 2001-12 Impact factor: 60.622

2. Atom transfer radical polymerization.

Authors: K Matyjaszewski; J Xia
Journal: Chem Rev Date: 2001-09 Impact factor: 60.622

Review 3. RAFT polymerization and thiol chemistry: a complementary pairing for implementing modern macromolecular design.

Authors: Peter J Roth; Cyrille Boyer; Andrew B Lowe; Thomas P Davis
Journal: Macromol Rapid Commun Date: 2011-05-12 Impact factor: 5.734

4. One-Pot Preparation of Inert Well-Defined Polymers by RAFT Polymerization and In Situ End Group Transformation.

Authors: Qilu Zhang; Lenny Voorhaar; Bruno G De Geest; Richard Hoogenboom
Journal: Macromol Rapid Commun Date: 2015-04-02 Impact factor: 5.734

5. Visible-Light-Induced Specific Desulfurization of Cysteinyl Peptide and Glycopeptide in Aqueous Solution.

Authors: Xiao-Fei Gao; Jing-Jing Du; Zheng Liu; Jun Guo
Journal: Org Lett Date: 2016-02-19 Impact factor: 6.005

6. Facile access to thermoresponsive filomicelles with tuneable cores.

Authors: Nghia P Truong; John F Quinn; Athina Anastasaki; David M Haddleton; Michael R Whittaker; Thomas P Davis
Journal: Chem Commun (Camb) Date: 2016-03-25 Impact factor: 6.222

7. A highly reducing metal-free photoredox catalyst: design and application in radical dehalogenations.

Authors: Emre H Discekici; Nicolas J Treat; Saemi O Poelma; Kaila M Mattson; Zachary M Hudson; Yingdong Luo; Craig J Hawker; Javier Read de Alaniz
Journal: Chem Commun (Camb) Date: 2015-06-24 Impact factor: 6.222

8. Facile preparation of transition metal nanoparticles stabilized by well-defined (co)polymers synthesized via aqueous reversible addition-fragmentation chain transfer polymerization.

Authors: Andrew B Lowe; Brent S Sumerlin; Michael S Donovan; Charles L McCormick
Journal: J Am Chem Soc Date: 2002-10-02 Impact factor: 15.419

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

1. New polymer synthesis by nitroxide mediated living radical polymerizations.

2. Atom transfer radical polymerization.

Review 3. RAFT polymerization and thiol chemistry: a complementary pairing for implementing modern macromolecular design.

4. One-Pot Preparation of Inert Well-Defined Polymers by RAFT Polymerization and In Situ End Group Transformation.

5. Visible-Light-Induced Specific Desulfurization of Cysteinyl Peptide and Glycopeptide in Aqueous Solution.

6. Facile access to thermoresponsive filomicelles with tuneable cores.

7. A highly reducing metal-free photoredox catalyst: design and application in radical dehalogenations.

8. Facile preparation of transition metal nanoparticles stabilized by well-defined (co)polymers synthesized via aqueous reversible addition-fragmentation chain transfer polymerization.

Review 9. Synthetic applications of eosin Y in photoredox catalysis.

10. Redox mediators in visible light photocatalysis: photocatalytic radical thiol-ene additions.

1. Desulfurization-bromination: direct chain-end modification of RAFT polymers.

2. RAFT polymer cross-coupling with boronic acids.