Synthesis and hydrogen-bonding network of tetra-3-pyridylmethane
Abstract
Abstract Tetra-3-pyridylmethane was synthesized via the nucleophilic aromatic substitution of 3-fluoropyridine with tri-3-pyridylmethyl anion in 31% yield. Although a similar reaction of 2-cyano-5-fluoropyridine also gave tetra-3-pyridylmethane derivative under mild conditions, the reaction failed when 5-fluoro-2-nitropyridine was used. The diprotonated species of tetra-3-pyridylmethane, prepared by the addition of two equivalents of hydrochloric acid, was found to form a diamond-type network, constructed by intermolecular N–H···N hydrogen bonding.
Fields of Study & Subjects
Coordination Chemistry and Organometallics
Chemical Reaction Mechanisms
Catalytic Cross-Coupling Reactions
Publication details
- Journal / source
- Bulletin of the Chemical Society of Japan
- Volume
- 99
- Issue
- 1
- Publication date
- 1 January 2026
- Language
- EN