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 E. Wagner

doi:10.1021/la960027p

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 E. Wagner

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

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 language	English (US)
Pages (from-to)	6143-6150
Number of pages	8
Journal	Langmuir
Volume	12
Issue number	25
DOIs	https://doi.org/10.1021/la960027p
State	Published - Dec 11 1996
Externally published	Yes

ASJC Scopus subject areas

Materials Science(all)
Condensed Matter Physics
Surfaces and Interfaces
Spectroscopy
Electrochemistry

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10.1021/la960027p

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@article{97329ea904e541bd83fb1cae62cf4234,

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

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.",

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

year = "1996",

month = dec,

day = "11",

doi = "10.1021/la960027p",

language = "English (US)",

volume = "12",

pages = "6143--6150",

journal = "Langmuir",

issn = "0743-7463",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Reactivity of ester linkages and pentaammineruthenium(III) at the monolayer assembly/solution interface

AU - Van Ryswyk, Hal

AU - Turtle, Eric D.

AU - Watson-Clark, Rachel

AU - Tanzer, Troy A.

AU - Herman, Tobias K.

AU - Chong, Pek Yoke

AU - Waller, Petra J.

AU - Taurog, Aaron L.

AU - Wagner, Carl E.

PY - 1996/12/11

Y1 - 1996/12/11

N2 - 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.

AB - 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.

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

Abstract

ASJC Scopus subject areas

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