Robo, M., M. Prinsell, and D. Weix. 4,4 ‘,4 ”-Trimethy1-2,2 ‘:6 ‘,2 ”-Terpyridine by Oxidative Coupling of 4-Pico Line. J. Org. Chem., 2008.
| Abstract | Alkylated terpyridine ligands are an increasingly important component of catalysis and dyes but are costly because their synthesis is challenging and often low-yielding. We report an improved method for the Pd/C-catalyzed dehydrogenative coupling of 4-picoline to form the bi- and terpyridine. The addition of MnO2 improves the yield of the reaction, making the reaction useful on a large scale (up to 200 mmol). The use of Pd(OAc)(2) or Pd/C/pivalic acid leads to the selective formation of bipyridine. |
| Keywords | 2,2′-bipyridines, 2,2’/6′,2”-terpyridines, activated metal catalysts, alkyl electrophiles, complexes, derivatives, pyridines, ruthenium, substituted terpyridines, synthetical applications |
| DOI | 10.1021/jo501925s |