Synthesis of novel C2-symmetric chiral crown ethers and investigation of their enantiomeric recognition properties

[ X ]

Tarih

2009

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Pergamon-Elsevier Science Ltd

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

A series of new C-2-symmetric chiral aza crown ether macrocycles 1-4 have been synthesized from (S)-3-aryloxy-1,2-propanediol and (S)-1,2-propanediol for the enantiomeric recognition of amino acid ester derivatives. These new macrocycles have been shown to be strong complexing agents for primary organic ammonium salts (with K up to 176.93 M-1 and Delta G degrees up to 12.81 kJ mol(-1)) by H-1 NMR titration. These macrocyclic host exhibited enantioselective bonding toward the D-enantiomer of phenylalanine methyl ester hydrochloride with K-D/K-L up to 6.87 in CDCl3 with 0.25% CD3OD. (C) 2009 Elsevier Ltd. All rights reserved.

Açıklama

Anahtar Kelimeler

[No Keyword]

Kaynak

Tetrahedron-Asymmetry

WoS Q Değeri

Q2

Scopus Q Değeri

N/A

Cilt

20

Sayı

19

Künye