Journal Article

PreJuSER-330

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Redox-active catechol-functionalized molecular rods: Suitable protection groups and single-molecule transport investigations

Weibel, T. ; Blaszczyk, A. ; von Hänisch, C. ; Mayor, M. ; Pobelov, I.FZJ* ; Wandlowski, T.FZJ* ; Chen, F.FZJ* ; Tao, N.

2008
Wiley-VCH Verl. Weinheim

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Please use a persistent id in citations: doi:10.1002/ejoc.200700810

Abstract: The synthesis of molecular rod 1 comprising a central redoxactive unit and two terminal acetyl-protected sulfur groups is reported. Various protecting groups for the catechol moiety were investigated and protected precursors 14-18 were synthesized. In particular, ethyl orthoformate 17 can be easily and selectively deprotected in mild acidic conditions ruling out the need for a strong Lewis acid like boron tribromide. The redox activity of I was confirmed by cyclic voltammetric investigations. Gold-molecule-gold junctions were formed with the dimethyl-protected rod 18. Single-molecule transport investigations using this molecular rod revealed a set of three single-junction conductance values varying over two orders of magnitude. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

Keyword(s): J ; molecular electronics (auto) ; protecting groups (auto) ; electrochemistry (auto) ; molecular rods (auto) ; catechol (auto) ; single-molecule conductance (auto)

Note: Record converted from VDB: 12.11.2012

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Contributing Institute(s):

1. Grenz- und Oberflächen (IBN-3)
2. Center of Nanoelectronic Systems for Information Technology (CNI)
3. Jülich-Aachen Research Alliance - Fundamentals of Future Information Technology (JARA-FIT)

Research Program(s):

1. Grundlagen für zukünftige Informationstechnologien (P42)

Appears in the scientific report 2008

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