Novel Ferrocenyl Polyene Derivatives and Their Binding to
Unmodified Cyclodextrins
Jian Liu
René Castro
Khalil A. Abboud
Angel E. Kaifer
10.1021/jo000573u.s001
https://acs.figshare.com/articles/journal_contribution/Novel_Ferrocenyl_Polyene_Derivatives_and_Their_Binding_to_Unmodified_Cyclodextrins/3685776
Two new ferrocene derivatives, 7-ferrocenyl-2,4,6-heptatrienal (<b>1</b>) and 7-ferrocenyl-2,4,6-heptatrienol
(<b>2</b>), 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<sup>-1</sup> 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.
2000-09-14 00:00:00
ferrocene derivatives
triene chain
Novel Ferrocenyl Polyene Derivatives
ferrocene residue
cyclopentadienyl rings
Unmodified Cyclodextrins
electrochemical properties
site selectivity
complexation processes
absorption measurements binding constants
Electrochemical measurements
ferrocene moiety