Homochiral molecular tweezers as hosts for the highly enantioselective recognition of amino acid derivatives

Novel homochiral molecular tweezers comprised of two chiral macrocyclic polyamine skeletons have been developed. These homochiral artificial receptors exhibit excellent chiral recognition ability toward the enantiomers of l- and d-amino acid derivatives (up to K L/ K D=7.9, ΔΔ G 0=−5.12 kJ mol −1) i...

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 14; no. 23; pp. 3651 - 3656
Main Authors Du, Can-Ping, You, Jing-Song, Yu, Xiao-Qi, Liu, Chang-Lu, Lan, Jing-Bo, Xie, Ru-Gang
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 28.11.2003
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
SUPRAMOLECULAR SYSTEM
CIRCULAR-DICHROISM
ORGANIC AMMONIUM-SALTS
MODIFIED BETA-CYCLODEXTRINS
SELECTIVE BINDING
ENANTIOMERIC RECOGNITION
CROWN-ETHERS
RECEPTORS
NEUTRAL MOLECULES
AQUEOUS-SOLUTION
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Summary:Novel homochiral molecular tweezers comprised of two chiral macrocyclic polyamine skeletons have been developed. These homochiral artificial receptors exhibit excellent chiral recognition ability toward the enantiomers of l- and d-amino acid derivatives (up to K L/ K D=7.9, ΔΔ G 0=−5.12 kJ mol −1) in CHCl 3 at 25.0°C. Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2003.09.044