Research output: Contribution to Journal/Magazine › Journal article › peer-review
Research output: Contribution to Journal/Magazine › Journal article › peer-review
}
TY - JOUR
T1 - Solution and surface-confined chloride anion templated redox-active ferrocene catenanes
AU - Evans, Nicholas H.
AU - Rahman, Habibur
AU - Leontiev, Alexandre V.
AU - Greenham, Neil D.
AU - Orlowski, Grzegorz A.
AU - Zeng, Qiang
AU - Jacobs, Robert M. J.
AU - Serpell, Christopher J.
AU - Kilah, Nathan L.
AU - Davis, Jason J.
AU - Beer, Paul D.
PY - 2012/4/1
Y1 - 2012/4/1
N2 - The first examples of ferrocene containing catenanes, in solution and assembled on a surface are described. Chloride anion templation is exploited to synthesize redox-active [2]- and [3]-catenanes via Grubbs' ring closing metathesis, utilizing a novel ferrocene-appended isophthalamide macrocycle. X-ray crystal structures of both catenanes were determined. The ability of the [2] catenane to selectively bind and characteristically sense its chloride anion template is demonstrated by use of H-1 NMR and electrochemical voltammetric techniques. Self-assembled monolayers of analogous surface-confined catenanes have been prepared on gold. In addition to being characterized by cyclic voltammetry and ellipsometry, detailed information regarding the structure of the catenane monolayers has been provided by use of angle integrated high resolution X-ray photoelectron spectroscopy.
AB - The first examples of ferrocene containing catenanes, in solution and assembled on a surface are described. Chloride anion templation is exploited to synthesize redox-active [2]- and [3]-catenanes via Grubbs' ring closing metathesis, utilizing a novel ferrocene-appended isophthalamide macrocycle. X-ray crystal structures of both catenanes were determined. The ability of the [2] catenane to selectively bind and characteristically sense its chloride anion template is demonstrated by use of H-1 NMR and electrochemical voltammetric techniques. Self-assembled monolayers of analogous surface-confined catenanes have been prepared on gold. In addition to being characterized by cyclic voltammetry and ellipsometry, detailed information regarding the structure of the catenane monolayers has been provided by use of angle integrated high resolution X-ray photoelectron spectroscopy.
KW - SELF-ASSEMBLED MONOLAYERS
KW - ELECTROCHEMICAL RECOGNITION
KW - FUNCTIONALIZED CATENANE
KW - ORGANOSULFUR COMPOUNDS
KW - STABILITY-CONSTANTS
KW - MACROCYCLIC LIGANDS
KW - DIRECTED SYNTHESIS
KW - ELECTRON-TRANSFER
KW - GOLD SURFACES
KW - ROTAXANE
UR - http://www.scopus.com/inward/record.url?scp=84858067843&partnerID=8YFLogxK
U2 - 10.1039/c2sc00909a
DO - 10.1039/c2sc00909a
M3 - Journal article
VL - 3
SP - 1080
EP - 1089
JO - Chemical Science
JF - Chemical Science
SN - 2041-6520
IS - 4
ER -