Chiral Schiff Base Derivatives of Calix[4]arene: Synthesis and Complexation Studies with Chiral and Achiral Amines

Yükleniyor...
Küçük Resim

Tarih

2006

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Pergamon-Elsevier Science Ltd

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

Novel chiral Schiff base derivatives of calix[4]arenes 1-3 have been prepared from the reaction of 5,17-diformyl-25,27-dipropoxy-26,28-dihydroxycalix[4]arene 4 with (S)-(-)-1-phenylethylamine, (R)-(-)-1-cyclohexylethylamine, and (R)-(-)-2-heptylamine, respectively, by a convenient method in 69-80% yields. Spectrophotometric titrations have been performed in CHCl3 at 20-30 degrees C in order to obtain the binding constants (K) and thermodynamic quantities (Delta H and Delta S) for the stoichiometric 1:1 inclusion complexation of various amines with these new host compounds. The molecular recognition abilities and enantioselectivity for guests (R)- and (S)-alpha-phenylethylamine, 3-morpholinopropylamine and n-butylamine are discussed from a thermodynamic point of view.

Açıklama

Anahtar Kelimeler

Kaynak

Tetrahedron-Asymmetry

WoS Q Değeri

Q2

Scopus Q Değeri

N/A

Cilt

17

Sayı

Künye

Durmaz, M., Alpaydın, S., Sırıt, A., Yılmaz, M., (2006). Chiral Schiff Base Derivatives of Calix[4]arene: Synthesis and Complexation Studies with Chiral and Achiral Amines. Tetrahedron-Asymmetry, (17), 2322-2327. Doi: 10.1016/j.tetasy.2006.08.008