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Solution and surface-confined chloride anion templated redox-active ferrocene catenanes

journal contribution
posted on 2023-05-17, 17:15 authored by Evans, NH, Rahman, H, Leontiev, AV, Greenham, ND, Orlowski, GA, Zeng, Q, Jacobs, RMJ, Serpell, CJ, Nathan KilahNathan Kilah, Davis, JJ, Beer, PD
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 1H 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.

History

Publication title

Chemical Science

Issue

4

Pagination

1080-1089

ISSN

2041-6520

Department/School

School of Natural Sciences

Publisher

RSC Publications

Place of publication

United Kingdom

Rights statement

Copyright 2012 The Royal Society of Chemistry

Repository Status

  • Restricted

Socio-economic Objectives

Expanding knowledge in the chemical sciences

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