Dibenzoyldiethylgermane as a visible light photo-reducing agent for CuAAC click reactions

Mustafa Arslan; Gorkem Yilmaz; Yusuf Yagci

doi:10.1039/c5py01465d

Dibenzoyldiethylgermane as a visible light photo-reducing agent for CuAAC click reactions

Mustafa Arslan, Gorkem Yilmaz, Yusuf Yagci^*

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University

Research output: Contribution to journal › Article › peer-review

34 Citations (Scopus)

Abstract

A highly active, versatile and photoresponsive system for copper catalyzed azide-alkyne cycloaddition (CuAAC) click reaction has been developed using the dibenzoyldiethylgermane (DBDEG) photoinitiator with the copper(ii) chloride (CuCl₂)-N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMDETA) ligand under visible light. Selected azide and alkyne compounds with various functional groups are used to conduct the click reaction and almost quantitative yields are attained. The approach pertains to the visible light generation of germyl radicals capable of reducing Cu(ii) ions to Cu(i) species to catalyze the CuAAC reactions. This strategy has been applied in the achievement of various macromolecular reactions including polymer end-group functionalization, block copolymer formation and step-growth polymerization.

Original language	English
Pages (from-to)	8168-8175
Number of pages	8
Journal	Polymer Chemistry
Volume	6
Issue number	47
DOIs	https://doi.org/10.1039/c5py01465d
Publication status	Published - 21 Dec 2015

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Publisher Copyright:
© 2015 The Royal Society of Chemistry.

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abstract = "A highly active, versatile and photoresponsive system for copper catalyzed azide-alkyne cycloaddition (CuAAC) click reaction has been developed using the dibenzoyldiethylgermane (DBDEG) photoinitiator with the copper(ii) chloride (CuCl2)-N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMDETA) ligand under visible light. Selected azide and alkyne compounds with various functional groups are used to conduct the click reaction and almost quantitative yields are attained. The approach pertains to the visible light generation of germyl radicals capable of reducing Cu(ii) ions to Cu(i) species to catalyze the CuAAC reactions. This strategy has been applied in the achievement of various macromolecular reactions including polymer end-group functionalization, block copolymer formation and step-growth polymerization.",

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AU - Yagci, Yusuf

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AB - A highly active, versatile and photoresponsive system for copper catalyzed azide-alkyne cycloaddition (CuAAC) click reaction has been developed using the dibenzoyldiethylgermane (DBDEG) photoinitiator with the copper(ii) chloride (CuCl2)-N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMDETA) ligand under visible light. Selected azide and alkyne compounds with various functional groups are used to conduct the click reaction and almost quantitative yields are attained. The approach pertains to the visible light generation of germyl radicals capable of reducing Cu(ii) ions to Cu(i) species to catalyze the CuAAC reactions. This strategy has been applied in the achievement of various macromolecular reactions including polymer end-group functionalization, block copolymer formation and step-growth polymerization.

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Dibenzoyldiethylgermane as a visible light photo-reducing agent for CuAAC click reactions

Abstract

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