Cobalt-mediated synthesis of 2-(4-pyridyl)benzimidazole. x-ray structures of Co[2-(4-pyridyl)benzimidazole]2(H2O)2(NO3)2 and [Co(isonicotinate)(4-pyridiniumcarboxylate)(H2O)(NO3)]∞

✍ Scribed by Zhiyong Wang; Scott R. Wilson; Bruce M. Foxman; Wenbin Lin

• Publisher: Elsevier Science
• Year: 1999
• Tongue: English
• Weight: 239 KB
• Volume: 2
• Category: Article
• ISSN: 1463-0184
• DOI: 10.1016/s1463-0184(99)00010-6

✦ Synopsis

We have observed an unusual example of cobalt-mediated cyclization of 4-pyridinecarboxaldehyde and 2-nitroaniline to afford 2-(4-pyridyl)benzimidazole under hydro(solvo)thermal conditions. Reaction of Co(NO 3 ) 2 ⅐6H 2 O with 4-pyridinecarboxaldehyde and 2-nitroaniline in ethanol at 120°C gave a cobalt(II) coordination compound, Co[2-(4-pyridyl)benzimidazole] 2 (H 2 O) 2 (NO 3 ) 2 , 1. In contrast, when the hydro(solvo)thermal reaction was carried out between Co(NO 3 ) 2 ⅐6H 2 O and isonicotinic acid in the presence of 2-nitroaniline at 110°C, a one-dimensional Co(II) coordination polymer with the formula of [Co(isonicotinate)(4-pyridiniumcarboxylate)(H 2 O)(NO 3 )] ϱ , 2, resulted. The X-ray single crystal structures of both 1 and 2 are described. Interestingly, the isonicotinic acid in 2 exists as a 4-pyridiniumcarboxylate tautomer, and the pyridinium hydrogen atom forms a very strong hydrogen bond to the carboxylate oxygen of the 4-pyridiniumcarboxylate on an adjacent metal center. 1 forms a three-dimensional polymeric network through hydrogen bonding interactions, while 2 exists as a 2-D bilayer polymeric network through hydrogen bonding interactions.