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Synthesis 2005(18): 3051-3058
DOI: 10.1055/s-2005-916026
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
Further Information
Received
28 April 2005
Publication Date:
16 September 2005 (online)
Publication History
Publication Date:
16 September 2005 (online)
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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