Pseudo-crown ether-like structure by hydrogen-bonded dimerization: A water complex with bis(2′-hydroxyethyl) 2,6-pyridinedicarboxylate in solid, solution, and gas phases
✍ Scribed by Yoichi Habata; Makoto Takeshita; Yoji Fukuda; Sadatoshi Akabori; Jerald S. Bradshaw
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2001
- Tongue
- English
- Weight
- 76 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Dedicated to Professor Jerald S. Bradshaw Bis(2′‐hydroxyethyl) 2,6‐pyridinedicarboxylate (1) was prepared and the structure was characterized in solid (fourier transform‐ir and X‐ray analyses), in liquid (^1^H and ^13^C nmr titrations), and in the gas‐phase (fast atom bombardment (fab) and electron spray ionization (esi) ms). Two bis(2′‐hydroxyethyl) 2,6‐pyridinedicarboxylate molecules each with an included water molecule are bound together through hydrogen bonding to give a pseudo‐macrocycle in the solid state and in chloroform solution. The fab and esi mass spectra also suggested that ligand 1 forms a dimer in the gas‐phase.