Efficient nucleophilic substitution in self-assembled monolayer of dithiol on gold

Many self-assembled monolayers of dithiols on gold feature terminal SH groups, the nucleophilic nature of which provides opportunities for covalent binding of electrophiles through sulfide linkages. This work describes an efficient coupling of dithiol derivative of 4,4'-dihydroxybiphenyl immobi...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2017, Vol.53 (1), p.97-100
Main Authors: Woźny, Mateusz, Tomczyk, Karolina M., Wawrzyniak, Urszula E.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Gold
Linkages
Monolayers
Organic Chemistry
Pharmacy
Self-assembled monolayers
Short Communication
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Summary:Many self-assembled monolayers of dithiols on gold feature terminal SH groups, the nucleophilic nature of which provides opportunities for covalent binding of electrophiles through sulfide linkages. This work describes an efficient coupling of dithiol derivative of 4,4'-dihydroxybiphenyl immobilized on Au surface with a mesylate ester present in the solution. The procedure did not require a glove box or any specialized equipment and provided a high surface concentration of the redox active product. The modified Au-SAM electrode was investigated electroanalytically.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-017-2027-7