Collect. Czech. Chem. Commun. 2006, 71, 1383-1391

Synthesis, Self-Assembling and Redox Properties of 2-[(ω-Sulfanylalkyl)amino]-1,4-naphthoquinones

Maryte Kažemekaitea, Vilma Railaitea,b, Arunas Bulovasa, Zita Talaikytea, Gediminas Niauraa, Valdemaras Razumasa,* and Eugenijus Butkusa,b,*

a Department of Bioelectrochemistry and Biospectroscopy, Institute of Biochemistry, Mokslininku 12, LT-08662 Vilnius, Lithuania
b Department of Organic Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania


The newly synthesized 1,4-naphthoquinones linked via nitrogen atom to a short chain with terminal sulfanyl group form self-assembled monolayers on gold. The main electrochemical parameters of the monolayers were determined by cyclic voltammetry. Combined voltammetric and in situ Fourier-transform surface-enhanced Raman spectroscopic studies of the Au electrode modified with the title compounds clearly evidence that naphthoquinone group transforms into naphthalenediol during a reduction process.

Keywords: 1,4-Naphthoquinone derivatives; Self-assembled monolayers; Electrochemistry; Fourier-transform surface-enhanced Raman spectroscopy; Cyclic voltammetry; Electroreductions.

References: 22 live references.