Unsymmetrical dialkyl sulfides for self-assembled monolayer formation on gold: Lack of preferential cleavage of allyl or benzyl substituents

Citation
Hy. Lee et al., Unsymmetrical dialkyl sulfides for self-assembled monolayer formation on gold: Lack of preferential cleavage of allyl or benzyl substituents, CHEM MATER, 10(12), 1998, pp. 4148-4153
Citations number
25
Categorie Soggetti
Apllied Physucs/Condensed Matter/Materiales Science","Material Science & Engineering
Journal title
CHEMISTRY OF MATERIALS
ISSN journal
08974756 → ACNP
Volume
10
Issue
12
Year of publication
1998
Pages
4148 - 4153
Database
ISI
SICI code
0897-4756(199812)10:12<4148:UDSFSM>2.0.ZU;2-T
Abstract
Five unsymmetrical sulfides and one unsymmetrical disulfide were synthesize d for self-assembled monolayer (SAM) formation on gold electrodes. Each com pound contained a dinitrobenzyl ester group at the end of a primary alkyl c hain as one sulfide arm, with an allyl, methyl, or cyanobenzyl group for th e other arm. Cyclic voltammetry (CV) of the resulting SAMs showed no eviden ce for differential cleavage of allyl or cyanobenzyl sulfide groups relativ e to methyl, contrary to expectations if sulfide cleavage accompanied the s elf-assembly process.