Reactivity of ester linkages and pentaammineruthenium(III) at the monolayer assembly/solution interface

Hal Van Ryswyk, Eric D. Turtle, Rachel Watson-Clark, Troy A. Tanzer, Tobias K. Herman, Pek Yoke Chong, Petra J. Waller, Aaron L. Taurog, Carl Wagner

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

The rate of base-mediated ester hydrolysis in monolayers of 11-mercaptoundecyl isonicotinate on gold is monitored by infrared spectroscopy and cyclic voltammetry. The hydrolysis product, a surface-confined alcohol, can be converted to a trifluoroacetate, increasing the sensitivity of infrared monitoring. Pentaammineruthenium(II) can be attached to the pendant isonicotinate either prior to or after monolayer assembly, leading to monolayers with a highly-charged monolayer solution interface and a built-in electrochemical probe. The rate of ester hydrolysis within the monolayer is controlled by steric factors associate with monolayer packing and by the amount of charge at the monolayer solution interface. The stability of the pendant Ru(III) complex is very sensitive to pH and interfacial charge. These results are correlated with Gouy-Chapman double-layer theory.

Original languageEnglish (US)
Pages (from-to)6143-6150
Number of pages8
JournalLangmuir
Volume12
Issue number25
StatePublished - Dec 11 1996
Externally publishedYes

Fingerprint

linkages
hydrolysis
esters
Monolayers
Esters
reactivity
assembly
Hydrolysis
alcohols
infrared spectroscopy
gold
probes
sensitivity
Trifluoroacetic Acid
products
pentaammineruthenium(3+)
Gold
Cyclic voltammetry
Infrared spectroscopy
Alcohols

ASJC Scopus subject areas

  • Colloid and Surface Chemistry
  • Physical and Theoretical Chemistry

Cite this

Van Ryswyk, H., Turtle, E. D., Watson-Clark, R., Tanzer, T. A., Herman, T. K., Chong, P. Y., ... Wagner, C. (1996). Reactivity of ester linkages and pentaammineruthenium(III) at the monolayer assembly/solution interface. Langmuir, 12(25), 6143-6150.

Reactivity of ester linkages and pentaammineruthenium(III) at the monolayer assembly/solution interface. / Van Ryswyk, Hal; Turtle, Eric D.; Watson-Clark, Rachel; Tanzer, Troy A.; Herman, Tobias K.; Chong, Pek Yoke; Waller, Petra J.; Taurog, Aaron L.; Wagner, Carl.

In: Langmuir, Vol. 12, No. 25, 11.12.1996, p. 6143-6150.

Research output: Contribution to journalArticle

Van Ryswyk, H, Turtle, ED, Watson-Clark, R, Tanzer, TA, Herman, TK, Chong, PY, Waller, PJ, Taurog, AL & Wagner, C 1996, 'Reactivity of ester linkages and pentaammineruthenium(III) at the monolayer assembly/solution interface', Langmuir, vol. 12, no. 25, pp. 6143-6150.
Van Ryswyk H, Turtle ED, Watson-Clark R, Tanzer TA, Herman TK, Chong PY et al. Reactivity of ester linkages and pentaammineruthenium(III) at the monolayer assembly/solution interface. Langmuir. 1996 Dec 11;12(25):6143-6150.
Van Ryswyk, Hal ; Turtle, Eric D. ; Watson-Clark, Rachel ; Tanzer, Troy A. ; Herman, Tobias K. ; Chong, Pek Yoke ; Waller, Petra J. ; Taurog, Aaron L. ; Wagner, Carl. / Reactivity of ester linkages and pentaammineruthenium(III) at the monolayer assembly/solution interface. In: Langmuir. 1996 ; Vol. 12, No. 25. pp. 6143-6150.
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