%0 Journal Article
%A Liu, Jian
%A Castro, René
%A Abboud, Khalil A.
%A Kaifer, Angel E.
%D 2000
%T Novel Ferrocenyl Polyene Derivatives and Their Binding to
Unmodified Cyclodextrins
%U https://acs.figshare.com/articles/journal_contribution/Novel_Ferrocenyl_Polyene_Derivatives_and_Their_Binding_to_Unmodified_Cyclodextrins/3685776
%R 10.1021/jo000573u.s001
%2 https://acs.figshare.com/ndownloader/files/5776134
%K ferrocene derivatives
%K triene chain
%K Novel Ferrocenyl Polyene Derivatives
%K ferrocene residue
%K cyclopentadienyl rings
%K Unmodified Cyclodextrins
%K electrochemical properties
%K site selectivity
%K complexation processes
%K absorption measurements binding constants
%K Electrochemical measurements
%K ferrocene moiety
%X Two new ferrocene derivatives, 7-ferrocenyl-2,4,6-heptatrienal (1) and 7-ferrocenyl-2,4,6-heptatrienol
(2), were synthesized and characterized. These two compounds possess a rigid triene chain
conjugated to one of the cyclopentadienyl rings of the ferrocene residue, and as a result, they exhibit
very stiff structures. The electronic absorption and electrochemical properties of these compounds
were utilized to investigate their host−guest binding interactions with the receptors α-cyclodextrin
(α-CD) and β-cyclodextrin (β-CD) in aqueous solution. From electronic absorption measurements
binding constants in the range 790−12900 M-1 were obtained; β-CD formed more stable complexes
than α-CD with both guests. Electrochemical measurements suggest some degree of site selectivity
in the complexation processes, with β-CD binding preferentially to the ferrocene moiety while α-CD
interacts with the unsaturated chain.
%I ACS Publications