NMR investigation of hydrogen bonding and 1,3-tautomerism in 2-(2-hydroxy-5-substituted-aryl) benzimidazoles
✍ Scribed by V. Sridharan; S. Saravanan; S. Muthusubramanian; S. Sivasubramanian
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 124 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0749-1581
- DOI
- 10.1002/mrc.1588
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The 1,3‐tautomerism associated with 2‐(2‐hydroxy‐5‐substituted‐aryl)benzimidazoles was studied in different solvents. The effect of hydrogen bonding involving the hydroxyl group of the 2‐aryl ring on the tautomerism was investigated using NMR spectroscopy. The influence of the solvent concentration on 2‐(2‐hydroxy‐5‐chloroaryl)benzimidazole was studied in acetone‐d~6~ and DMSO‐d~6~. Copyright © 2005 John Wiley & Sons, Ltd.
📜 SIMILAR VOLUMES
## Abstract The ^13^C NMR spectra of several 2‐substituted imidazoles and benzimidazoles have been measured. The substituent was CH~3~, COOH and CONHR, where R = H, __n__‐Bu, __p__‐tolyl or __m__‐chlorophenyl. Carbons 4 and 5 in the imidazoles and the carbon pairs 8/9, 4/7 and 5/6 become equivalent
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Dedicated to Professor G. Smets on the occasion of his 75th birthday The title compounds have been analyzed by 13C NMR spectroscopy and compared with the N-3 methyl and O/S alkyl derivatives. The mesoionic structures 2a,b are rejected in favour of la,b on the basis of the 2Jc5 = CH coupling con