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Abstract
An operationally simple colorimetric method for enantioselective detection of chiral secondary alcohols via hydrogen bonding interactions using a chiral ferrocene derivative is reported.
Highlights
Colorimetric enantioselective recognition of chiral secondary alcohols via hydrogen bonding to a chiral metallocene containing chemosensor. Both catalytically active and inactive diastereoisomers of a chiral metallocene-containing nucleophilic catalyst have been shown to function as sensors for chiral secondary alcohols
Since both diastereoisomers can use hydrogen bonding to recognise chiral secondary alcohols but only one diastereoisomer was previously found to be an active catalyst for secondary alcohol acylation points to divergent recognition mechanisms between the two systems and highlights the utility of investigating catalysis and sensing side by side
Among non-covalent recognition systems reported ionic interactions, hydrogen bonding,[10,11,12] p–p interactions,[13] metal coordination[14,15,16] and hydrophobic interactions have all been shown to be effective, and these interactions have attracted great interests as they are employed for many applications such as self-assembly[17,18,19] and molecular recognition.[20,21,22,23,24,25,26,27,28,29,30]
Summary
Colorimetric enantioselective recognition of chiral secondary alcohols via hydrogen bonding to a chiral metallocene containing chemosensor†. Deng and Dr Fossey describe a chiral metallocene-containing sensor for chiral secondary alcohols. Both catalytically active and inactive diastereoisomers of a chiral metallocene-containing nucleophilic catalyst have been shown to function as sensors for chiral secondary alcohols.
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