Araştırma Makalesi

Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds

Cilt: 11 Sayı: 2 1 Haziran 2021
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Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds

Öz

Two novel C2-symmetrical chiral tetraamide compounds derived from (S)-isoleucine were synthesised and their enantiomeric recognition abilities towards enantiomers of some amino acid esters and 1-arylethylamins were examined by UV-titration method. These receptor compounds exhibited strong complexation (with Ka up to 5787.23 M-1) and very good enantioselectivity (up to KaS/KaR= 13.98).

Anahtar Kelimeler

Destekleyen Kurum

Batman Üniversitesi Bilimsel Araştırma Projeleri Koordinatörlüğü

Proje Numarası

BTUBAP-2018-FED-2

Kaynakça

  1. Aral H, Aral T, Çolak M, Ziyadanoğulları B, Ziyadanoğulları R,2013. C2-Symmetric chiral diamine ligands for enantiomeric recognition of amino acid esters and mandelic acid by proton NMR titration method. Turkish Journal of Chemistry, 37:374-382. doi: 10.3906/kim-1207-58
  2. Aral H, Çelik KS, Altındağ R, Aral T, 2017. Synthesis, characterization, and application of a novel multifunctional stationary phase for hydrophilic interaction/reversed phase mixed-mode chromatography. Talanta, 174:703-714. doi: 10.1016/j.talanta.2017.07.014
  3. Aydın I, Aral T, Karakaplan M, Hoşgören H, 2009. Chiral lariat ethers as membrane carriers for chiral amino acids and their sodium and potassium salts. Tetrahedron: Asymmetry, 20(2):179-183. doi: 0.1016/j.tetasy.2009.01.005
  4. Bako P, Keglevich G, Rapi Z, Toke L, 2012. The enantiomeric differentiation ability of chiral crown ethers based on carbohydrates. Current Organic Chemistry, 16:297-304. doi: 10.2174/138527212799499877
  5. Ballistreri FP, Pappalardo A, Tomaselli GA, Toscano RM, Sfrazzetro GT, 2010. Heteroditopic chiral uranyl–salen receptor for molecular recognition of amino acid ammonium salts. European Journal of Organic Chemistry, 3806-3810. doi: 10.1002/ejoc.201000566
  6. Bennesi HA, Hildebrand JH, 1949. A spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons. Journal of the American Chemical Society, 71(8):2703-2707. doi: 10.1021/ja01176a030
  7. Bohanon TM, Caruso PL, Denzinger S, Fink R, Mobius D, et al., 1999. Molecular recognition-induced function and competitive replacement by hydrogen-bonding interactions: Amphiphilic barbituric acid derivatives, 2,4,6-triaminopyrimidine, and related structures at the air−water interface. Langmuir, 15(1):174-184. doi: 10.1021/la980348w
  8. Chadwick DJ, Cliffe IA, Sutherland IO, Newton RF, 1984. The formation of complexes between aza derivatives of crown ethers and primary alkylammonium salts. Part 7. Chiral derivatives of aza crown ethers. Journal of the Chemical Society, Perkin Transactions 1, 1707-1717. doi: 10.1039/P19840001707

Ayrıntılar

Birincil Dil

İngilizce

Konular

Kimya Mühendisliği

Bölüm

Araştırma Makalesi

Yayımlanma Tarihi

1 Haziran 2021

Gönderilme Tarihi

30 Eylül 2020

Kabul Tarihi

31 Aralık 2020

Yayımlandığı Sayı

Yıl 2021 Cilt: 11 Sayı: 2

Kaynak Göster

APA
Sünkür, M., Tiğiz, Z., Cebe, D., & Aral, T. (2021). Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds. Journal of the Institute of Science and Technology, 11(2), 1293-1301. https://doi.org/10.21597/jist.802116
AMA
1.Sünkür M, Tiğiz Z, Cebe D, Aral T. Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds. Iğdır Üniv. Fen Bil Enst. Der. 2021;11(2):1293-1301. doi:10.21597/jist.802116
Chicago
Sünkür, Murat, Züleyha Tiğiz, Deniz Cebe, ve Tarık Aral. 2021. “Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds”. Journal of the Institute of Science and Technology 11 (2): 1293-1301. https://doi.org/10.21597/jist.802116.
EndNote
Sünkür M, Tiğiz Z, Cebe D, Aral T (01 Haziran 2021) Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds. Journal of the Institute of Science and Technology 11 2 1293–1301.
IEEE
[1]M. Sünkür, Z. Tiğiz, D. Cebe, ve T. Aral, “Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds”, Iğdır Üniv. Fen Bil Enst. Der., c. 11, sy 2, ss. 1293–1301, Haz. 2021, doi: 10.21597/jist.802116.
ISNAD
Sünkür, Murat - Tiğiz, Züleyha - Cebe, Deniz - Aral, Tarık. “Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds”. Journal of the Institute of Science and Technology 11/2 (01 Haziran 2021): 1293-1301. https://doi.org/10.21597/jist.802116.
JAMA
1.Sünkür M, Tiğiz Z, Cebe D, Aral T. Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds. Iğdır Üniv. Fen Bil Enst. Der. 2021;11:1293–1301.
MLA
Sünkür, Murat, vd. “Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds”. Journal of the Institute of Science and Technology, c. 11, sy 2, Haziran 2021, ss. 1293-01, doi:10.21597/jist.802116.
Vancouver
1.Murat Sünkür, Züleyha Tiğiz, Deniz Cebe, Tarık Aral. Synthesis and Enantiomeric Recognition Studies of Novel C2-Symmetrical Chiral Tetra-Amide Compounds. Iğdır Üniv. Fen Bil Enst. Der. 01 Haziran 2021;11(2):1293-301. doi:10.21597/jist.802116