TY  - JOUR
AU  - Weibel, T.
AU  - Blaszczyk, A.
AU  - von Hänisch, C.
AU  - Mayor, M.
AU  - Pobelov, I.
AU  - Wandlowski, Th.
AU  - Chen, F.
AU  - Tao, N.
TI  - Redox-active catechol-functionalized molecular rods: Suitable protection groups and single-molecule transport investigations
JO  - European journal of organic chemistry
SN  - 1434-193X
CY  - Weinheim
PB  - Wiley-VCH Verl.
M1  - PreJuSER-330
SP  - 136 - 149
PY  - 2008
N1  - Record converted from VDB: 12.11.2012
AB  - 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).
KW  - J (WoSType)
LB  - PUB:(DE-HGF)16
UR  - <Go to ISI:>//WOS:000252681800013
DO  - DOI:10.1002/ejoc.200700810
UR  - https://juser.fz-juelich.de/record/330
ER  -