Host−Guest Complexation in Self-Assembled Monolayers: Inclusion of a Monolayer-Anchored Cationic Ferrocene-Based Guest by Cyclodextrin Hosts

Host−Guest Complexation in Self-Assembled Monolayers: Inclusion of a Monolayer-Anchored Cationic Ferrocene-Based Guest by Cyclodextrin Hosts
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DOI:
10.1021/la960660a
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发表时间:
1998-06
期刊:
影响因子:
3.9
通讯作者:
R. Sabapathy;S. Bhattacharyya;W. Cleland;C. Hussey
R. Sabapathy;S. Bhattacharyya;W. Cleland;C. Hussey
中科院分区:
化学2区
文献类型:
--
作者:
R. Sabapathy;S. Bhattacharyya;W. Cleland;C. Hussey

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A novel ferrocenyl disulfide of the type ω,ω‘-dithiobis[alkyl(dimethyl)(ferrocenylmethyl)ammonium bromide] was synthesized and coassembled with nonanethiol on vapor deposited Au(111) electrode surfaces. The coassembled ferrocene-based cationic guest monolayer assembly was found to bind with β- and γ-cyclodextrins to form stable host−guest complexes. The cyclodextrin hosts are believed to interact with the monolayer assembly in two ways: by inclusion of the ferrocene moiety within the cyclodextrin cavity and by interactions between the counterions (e.g., Br-, PF6-, or ClO4-) and the hydrophilic planes of the cyclodextrin molecules. Interactions between the monolayer and cyclodextrin are manifested primarily by a decrease in the voltammetric oxidation current for the surface-bound ferrocenyl redox centers after exposure to dilute solutions (e.g., 10 μM) of the cyclodextrin hosts. This decrease in electrochemical activity stems from the restricted access of charge-compensating anions to the ferrocenyl redox...