Terpyridine (2,2';6',2"-terpyridine) is a heterocyclic compound derived from pyridine. This colourless solid is used as a ligand in coordination chemistry.
Terpyridine was first synthesized by G. Morgan and F. H. Burstall in 1932 by the oxidative coupling of pyridines. This method, however, proceeded in low yields. In 1991, a more efficient synthesis was described that involves the condensation of 2-acetylpyridine and enaminone, which is prepared...
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Terpyridine (2,2';6',2"-terpyridine) is a heterocyclic compound derived from pyridine. This colourless solid is used as a ligand in coordination chemistry.
Terpyridine was first synthesized by G. Morgan and F. H. Burstall in 1932 by the oxidative coupling of pyridines. This method, however, proceeded in low yields. In 1991, a more efficient synthesis was described that involves the condensation of 2-acetylpyridine and enaminone, which is prepared by the reaction of 2-acetylpyridine with N,N-dimethylformamide dimethyl acetal. Alternatively, the base-catalyzed reaction of 2-acetylpyridine with carbon disulfide followed by alkylation with methyl iodide gives C5H4NCOCH=C(SMe)2. Condensation of this species with 2-acetylpyridine forms the related 1,5-diketone, which condenses with ammonium acetate to form a terpyridine. Treatment of this derivative with Raney nickel remove the thioether group.
Other methods have been developed for the synthesis of terpy and its substituted derivatives....
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