%0 Journal Article
%A Weibel, T.
%A Blaszczyk, A.
%A von Hänisch, C.
%A Mayor, M.
%A Pobelov, I.
%A Wandlowski, Th.
%A Chen, F.
%A Tao, N.
%T Redox-active catechol-functionalized molecular rods: Suitable protection groups and single-molecule transport investigations
%J European journal of organic chemistry
%@ 1434-193X
%C Weinheim
%I Wiley-VCH Verl.
%M PreJuSER-330
%P 136 - 149
%D 2008
%Z Record converted from VDB: 12.11.2012
%X 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).
%K J (WoSType)
%F PUB:(DE-HGF)16
%9 Journal Article
%U <Go to ISI:>//WOS:000252681800013
%R 10.1002/ejoc.200700810
%U https://juser.fz-juelich.de/record/330