Surface Functionalization of Metals by Alkyl Chains through a Radical Crossover Reaction

Langmuir. 2016 Jun 28;32(25):6335-42. doi: 10.1021/acs.langmuir.6b01557. Epub 2016 Jun 13.

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.

Publication types

  • Research Support, Non-U.S. Gov't