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Enantioselective sensing of chiral amino alcohols with a stereodynamic arylacetylene‐based probe
Author(s) -
Iwaniuk Daniel P.,
Bentley Keith W.,
Wolf Christian
Publication year - 2012
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.22066
Subject(s) - chemistry , enantioselective synthesis , chirality (physics) , organic chemistry , organocatalysis , catalysis , computational chemistry , combinatorial chemistry , chiral symmetry , physics , quantum mechanics , nambu–jona lasinio model , quark
Enantioselective induced circular dichroism analysis of amino alcohols has been accomplished using a conformationally flexible arylacetylene‐based probe exhibiting two terminal aldehyde groups. The chirality of the amino alcohol substrates is imprinted on the stereodynamic receptor upon [1 + 2] condensation, which ultimately generates a strong chiroptical response. The distinct induced circular dichroism effects of the diimines obtained can be used for enantioselective sensing and enantiomeric excess determination of a wide range of substrates. Chirality 24:584–589, 2012 . © 2012 Wiley Periodicals, Inc.