𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A Practical Solvating Agent for the Chiral NMR Discrimination of Carboxylic Acids

✍ Scribed by Seon-mi Kim; Kihang Choi

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
283 KB
Volume
2011
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A bisimidazoline compound has been prepared as a new chiral solvating agent starting from isophthalaldehyde and (S,S)‐1,2‐diphenylethylenediamine through a single‐step synthesis. In the presence of one equivalent of this reagent, carboxylic acid racemates show ^1^H NMR chemical shift nonequivalences large enough for the discrimination of the enantiomers. Studies with related compounds showed that the 1,3‐disubstituted structure is crucial for the acid‐solvating ability of the bisimidazoline compound.

📜 SIMILAR VOLUMES

O-nitromandelic acid: A chiral solvating
O-nitromandelic acid: A chiral solvating agent for the NMR determination of chiral diamine enantiomeric purity
✍ Mohammed A. Haiza; Amitav Sanyal; John K. Snyder 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 98 KB 👁 2 views

O-Nitromandelic acid, easily prepared from either enantiomer of mandelic acid, has been used as a chiral solvating agent for the determination of enantiomeric purity of several diamine derivatives and other compounds using 1 H NMR spectroscopy.

A short synthesis of (S)-2-(diphenylmeth
A short synthesis of (S)-2-(diphenylmethyl)pyrrolidine, a chiral solvating agent for NMR analysis
✍ David J. Bailey; David O'Hagan; Mustafa Tavasli 📂 Article 📅 1997 🏛 Elsevier Science 🌐 English ⚖ 274 KB

A three step synthesis of (S)-2(diphenylmethyl)pyrrolidine 4 is described which allows its preparation on a large scale. The C2 symmetric diamines 5 and 6 have been prepared from 4 and are attractive as potential ligands for asymmetric transformations. Pyrrolidine 4 has been assessed as a chiral sol

Use of (S)-BINOL as NMR chiral solvating
Use of (S)-BINOL as NMR chiral solvating agent for the enantiodiscrimination of omeprazole and its analogs
✍ Jordi Redondo; Anna Capdevila; Isabel Latorre 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 330 KB 👁 2 views

## Abstract The application of (__S__)‐1,1′‐binaphthyl‐2,2′‐diol as NMR chiral solvating agent (CSA) for omeprazole, and three of its analogs (lanso‐, panto‐, and rabe‐prazole) was investigated. The formation of diastereomeric host–guest complexes in solution between the CSA and the racemic substra