Electrochemical Method for the Determination of Enantiomeric Excess of Binol Using Redox-Active Boronic Acids as Chiral Sensors

A chiral ferrocene-based boronic acid interacts with (R)- and (S)-Binol to form two complexes that exhibit significantly different ferrocene-based electrode potentials. This difference in redox behavior can be exploited to demonstrate in principle how high levels of enantiomeric excess in a mixture...

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Published inJournal of the American Chemical Society Vol. 132; no. 26; pp. 8903 - 8905
Main Authors Mirri, Giorgio, Bull, Steven D, Horton, Peter N, James, Tony D, Male, Louise, Tucker, James H. R
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.07.2010
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
RECOGNITION
PROTOCOLS
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Summary:A chiral ferrocene-based boronic acid interacts with (R)- and (S)-Binol to form two complexes that exhibit significantly different ferrocene-based electrode potentials. This difference in redox behavior can be exploited to demonstrate in principle how high levels of enantiomeric excess in a mixture of enantiomers can be quantified and read-out using an electrochemical method.
Bibliography:ObjectType-Article-1
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content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/ja103462x