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000000330 0247_ $$2DOI$$a10.1002/ejoc.200700810
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000000330 084__ $$2WoS$$aChemistry, Organic
000000330 1001_ $$0P:(DE-HGF)0$$aWeibel, T.$$b0
000000330 245__ $$aRedox-active catechol-functionalized molecular rods: Suitable protection groups and single-molecule transport investigations
000000330 260__ $$aWeinheim$$bWiley-VCH Verl.$$c2008
000000330 300__ $$a136 - 149
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000000330 440_0 $$01958$$aEuropean Journal of Organic Chemistry$$v$$x1434-193X$$y1
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000000330 520__ $$aThe 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).
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000000330 65320 $$2Author$$amolecular electronics
000000330 65320 $$2Author$$aprotecting groups
000000330 65320 $$2Author$$aelectrochemistry
000000330 65320 $$2Author$$amolecular rods
000000330 65320 $$2Author$$acatechol
000000330 65320 $$2Author$$asingle-molecule conductance
000000330 7001_ $$0P:(DE-HGF)0$$aBlaszczyk, A.$$b1
000000330 7001_ $$0P:(DE-HGF)0$$avon Hänisch, C.$$b2
000000330 7001_ $$0P:(DE-HGF)0$$aMayor, M.$$b3
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000000330 7001_ $$0P:(DE-Juel1)VDB77897$$aChen, F.$$b6$$uFZJ
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