Issue 18, 2001
From the journal:

Chemical Communications

Novel chiral imidazole cyclophane receptors: synthesis and enantioselective recognition for †

Jing-Song You,a   Xiao-Qi Yu,a   Guo-Lin Zhang,b   Qing-Xiang Xiang,a   Jing-Bo Lana  and  Ru-Gang Xie*a  

* Corresponding authors

a Department of Chemistry, Sichuan University, Chengdu, P. R. China

b Chengdu Institute of Biology, The Chinese Academy of Sciences, Chengdu, P. R. China
E-mail: schemorg@mail.sc.cninfo.net
Fax: +86 28 5412285

Abstract

Novel chiral imidazole cyclophane receptors were synthesized by highly selective N-alkylation of the imidazolyl 1N-position of the bridged histidine diester 2 with the dibromide in the presence of NaH; these receptors exhibit good chiral recognition toward the enantiomers of L- and D-amino acid derivatives (up to KD/KL = 3.52, ΔΔG0 = −3.11 kJ mol−1) in CHCl3 at 25.0 °C.

Graphical abstract: Novel chiral imidazole cyclophane receptors: synthesis and enantioselective recognition for amino acid derivatives

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Article information

DOI
https://doi.org/10.1039/B103325P
Article type
Communication
Submitted
12 Apr. 2001
Accepted
31 Jūl. 2001
First published
23 Aug. 2001

Chem. Commun., 2001, 1816-1817

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Novel chiral imidazole cyclophane receptors: synthesis and enantioselective recognition for amino acid derivatives

J. You, X. Yu, G. Zhang, Q. Xiang, J. Lan and R. Xie, Chem. Commun., 2001, 1816 DOI: 10.1039/B103325P

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