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Synthesis 2005(18): 3051-3058  
DOI: 10.1055/s-2005-916026
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Organic Thiosulfates Tailored for the Electrochemical Deposition of ‘Self-Assembled Monolayers’ at Gold Surfaces

Eliso Gogritchiani*a, Sandra Nieblera, Nicole Egnera, Michael Wörnera, André M. Braun*a, Tanya Youngb, Prachi Guptab, Aibin Shib, Stefan H. Bossmann*a,b
a University of Karlsruhe, Department of Chemical & Process Engineering, 76128 Karlsruhe, Germany
e-Mail: eliso.g@ciw.uni-karlsruhe.de; e-Mail: andre.braun@ciw.uni-karlsruhe.de;
b Kansas State University, Department of Chemistry, 111 Willard Hall, Manhattan, Kansas 66506-3701, USA
Fax: +1(785)5326666; e-Mail: sbossman@ksu.edu;
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Publikationsverlauf

Received 28 April 2005
Publikationsdatum:
16. September 2005 (online)

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Erratum zu diesem Artikel:

Synthesis of Organic Thiosulfates Tailored for the Electrochemical Deposition of ‘Self-Assembled Monolayers’ at Gold SurfacesSynthesis 2005; 2005(18): 3182-3182
DOI: 10.1055/s-2005-918456

Abstract

The synthesis of organic thiosulfates, up to 10 nm in length, which were tailored for generating artificial monomembranes on gold surfaces by electrochemically initiated deposition, was accomplished. (E)-3-(4-Hydroxyphenyl)acrylic acid (4-hydroxy cinnamic acid) was employed as aromatic head group and (C10H20-O-)n (n = 1, 3, 5, 7) building blocks were attached. The synthetic procedure comprises a series of nucleophilic substitutions under carefully defined conditions. Extended purification is crucial for eliminating non-reacted starting materials.

Key words

self-assembled monolayer (SAM) - organic thiosulfates (Bunte salts) - oligoether - long-chain surfactants - nucleophilic substitution

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