Enantiodiscrimination of carboxylic acids using single enantiomer thioureas as chiral solvating agents
TETRAHEDRON, cilt.76, sa.18, 2020 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 76 Sayı: 18
- Basım Tarihi: 2020
- Doi Numarası: 10.1016/j.tet.2020.131141
- Dergi Adı: TETRAHEDRON
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, Chimica, EMBASE, Veterinary Science Database
- Anahtar Kelimeler: Chiral solvating agents, Enantiodiscrimination, Thioureas, NMR spectroscopy, Enantiomeric purity, SHIFT-REAGENT, NMR-SPECTROSCOPY, RECOGNITION, RECEPTOR, MACROCYCLES, DERIVATIVES, SEPARATION, PROTOCOL, EXCESS
- İstanbul Üniversitesi-Cerrahpaşa Adresli: Hayır
Özet
Structurally simple enantiopure thioureas were used as chiral solvating agent (CSA) for the rapid determination of enantiomeric purity of chiral carboxylic acids by H-1 NMR spectroscopy in the presence of DMAP. The formation of diasteromeric complexes between the enantiopure thiourea and carboxylate-DMAPH(+) ion pair gave rise to well-resolved H-1 NMR signals of the enantiomers of carboxylic acids. Furthermore, thiourea S,S-1 was used to assign the absolute configuration of mandelic acid. (C) 2020 Elsevier Ltd. All rights reserved.