Synthesis of novel C2-symmetric chiral crown ethers and investigation of their enantiomeric recognition properties
[ X ]
Tarih
2009
Yazarlar
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
