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The handle http://hdl.handle.net/1887/57991 holds various files of this Leiden University dissertation

Author: Rossius, S.G.H.

Title: Q-wires': Synthesis, electrochemical properties and their application in electro- enzymology

Issue Date: 2017-09-26

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'Q-wires': Synthesis,

electrochemical properties and their application in electro-enzymology

Proefschrift

ter verkrijging van

de graad van Doctor aan de Universiteit Leiden op gezag van Rector Magnificus Prof. mr. C.J.J.M. Stolker,

volgens besluit van het College voor Promoties, te verdedigen op dinsdag 26 september 2017

klokke 16:15 uur

door

Sebastiaan Gijsbertus Hendrik Rossius

geboren te Rotterdam in 1982

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Promotiecommissie

Promotor Prof. dr. M.T.M. Koper

Copromotor Dr. ir. H.A. Heering (Wageningen University &

Research)

Overige leden Prof. dr. H.S. Overkleeft Prof. dr. G.W. Canters Prof. dr. A. Kros

Prof. dr. W.R. Hagen (Delft University of Technology)

Prof. dr. K. De Wael (University of Antwerp)

The research described in this thesis was performed in the (former) Protein Chemistry group and in the Catalysis and Surface Chemistry group of the Leiden Institute of Chemistry at Leiden University, Leiden, The Netherlands

The research described in this thesis was financially supported by the Netherlands Organization for Scientific Research (NWO), ECHO grant 700.58.002

'Q-wires': Synthesis, electrochemical properties and their application in electro-enzymology

Sebastiaan G.H. Rossius

Doctoral thesis, Leiden University, 2017

ISBN number: 978-94-6182-828-6

© 2017, S.G.H. Rossius

Printed by: Off Page, The Netherlands

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Table of Contents

Chapter 1 General Introduction 1

Chapter 2 Exploring the chemistry of quinone-terminated oligo(phenylenevinylene) molecular wires

15

Chapter 3 Synthesis of a series of quinone-terminated oligo(phenylenevinylene) molecular wires

41

Chapter 4 Electrochemical characterization of gold electrode-bound quinone-terminated oligo(phenylenevinylene) molecular wires

65

Chapter 5 Electrochemistry of electrode surface-tethered respiratory enzymes

97

Samenvatting/Summary 129

Appendices 137

List of abbreviations and symbols 145

Curriculum Vitae 149

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