Flattened Cone 2,8,14,20‐Tetrakis( L ‐valinamido)[4]resorcinarene: An Enantioselective Allosteric Receptor in the Gas Phase | Zendy

Botta Bruno | Zendy; Caporuscio Fabiana | Zendy; Subissati Deborah | Zendy; Tafi Andrea | Zendy; Botta Maurizio | Zendy; Filippi Antonello | Zendy; Speranza Maurizio | Zendy

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Flattened Cone 2,8,14,20‐Tetrakis( L ‐valinamido)[4]resorcinarene: An Enantioselective Allosteric Receptor in the Gas Phase

Author(s) -

Botta Bruno,

Caporuscio Fabiana,

Subissati Deborah,

Tafi Andrea,

Botta Maurizio,

Filippi Antonello,

Speranza Maurizio

Publication year - 2006

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200503987

Subject(s) - resorcinarene , enantiomer , chemistry , enantioselective synthesis , derivative (finance) , calixarene , stereochemistry , organic chemistry , molecule , catalysis , financial economics , economics

A get‐out clause : Displacement of the enantiomers of tryptophan from the achiral hydrophobic rim of a flattened cone resorcinarene derivative is induced by 2‐aminobutane ( B ). The displacement exhibits a marked enantioselectivity which is traced to a conformational coupling between the achiral hydrophobic rim of the resorcinarene host and its chiral hydrophilic rim wherein the 2‐aminobutane enantiomers are trapped.

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