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Boron‐Doped Diamond Functionalization by an Electrografting/Alkyne–Azide Click Chemistry Sequence
Author(s) -
Yeap Weng Siang,
Murib Mohammed Sharif,
Cuypers Wim,
Liu Xianjie,
van Grinsven Bart,
Ameloot Marcel,
Fahlman Mats,
Wagner Patrick,
Maes Wouter,
Haenen Ken
Publication year - 2014
Publication title -
chemelectrochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.182
H-Index - 59
ISSN - 2196-0216
DOI - 10.1002/celc.201402068
Subject(s) - surface modification , azide , cyclic voltammetry , alkyne , ferrocene , chemistry , click chemistry , covalent bond , moiety , cycloaddition , polymer chemistry , x ray photoelectron spectroscopy , boron , dielectric spectroscopy , combinatorial chemistry , inorganic chemistry , organic chemistry , electrochemistry , chemical engineering , electrode , catalysis , engineering
A straightforward protocol for the covalent functionalization of boron‐doped diamond electrodes with either ferrocene or single‐stranded deoxyribonucleic acid (DNA) is reported. The functionalization method is based on a combination of diazonium salt electrografting and click chemistry. An azide‐terminated organic layer is first electrografted onto the diamond surface by electrochemical reduction of 4‐azidophenyldiazonium chloride. The azidophenyl‐modified surface then reacts rapidly and efficiently with molecules bearing a terminal alkyne moiety by means of Cu I ‐catalyzed alkyne–azide cycloaddition. Covalent attachment of ferrocene moieties was analyzed by X‐ray photoelectron spectroscopy and cyclic voltammetry, whereas impedance spectroscopy was applied for the characterization of the immobilized DNA.