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Surface Functionalization of Metals by Alkyl Chains through a Radical Crossover Reaction
Dardan Hetemi1,2, Jérôme Médard1, Philippe Decorse1
1Sorbonne Paris Cité, Paris Diderot University, ITODYS, UMR 7086 CNRS , 15 rue J-A de Baïf, 75013 Paris, France.
Abstract:
Alkyl chains are covalently attached onto metal surfaces by indirect reduction of the bromoalkyl derivative (RBr). This indirect reaction involves the formation (by spontaneous or electrochemical reduction of the 2,6-dimethylbenzenediazonium salt) of a sterically hindered aryl radical that abstracts a Br atom from RBr but does not react with the surface. This crossover reaction furnishes an alkyl radical that reacts with the surface. Starting from 6-bromohexanoic acid, carboxylic functionalized gold surfaces are prepared. "Layer-by-layer" assemblies are built from these surfaces and present some ionic selectivity.
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