Novel C2-symmetric macrocycles bearing diamide-diester groups

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Tarih

2008

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Amer Chemical Soc

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

We synthesized a series of novel macrocycles with diamide-diester groups (S,S)-1, (S,S)-2, (S,S)-3, and (R,R)-1, derived from dimethyloxalate and amino alcohols by high dilution technique, and evaluated enantiomeric recognition properties of these macrocycles toward primary alkyl ammonium salts by H-1 NMR titration. Taking into account the host employed, important differences were observed in the K-a values of (R)-Am and (S)-Am for (S,S)-1 and (R,R)-1 hosts, K-S/K-R = 5.55 and K-R/K-S = 3.65, Delta Delta G(o) = 0.43 and -0.32 kJ mol(-1), respectively. There seems a general tendency for the host to include the guests with the same absolute configuration.

Açıklama

Anahtar Kelimeler

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Kaynak

Journal of Organic Chemistry

WoS Q Değeri

Q1

Scopus Q Değeri

Q2

Cilt

73

Sayı

7

Künye