Application In Synthesis of 5-(4-Pyridyl)-1H-tetrazole. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Synthesis and reactivity of a new Fe(II) 5-(4-pyridyl)-tetrazolate complex and X-ray structure of its doubly protonated derivative..
The synthesis of the new Fe(II) complex [CpFe(CO)2(N4C-C5H4N)] (2) is described. Proton and 13C-NMR spectroscopy data of (2) indicate interannular conjugation in the pyridyl-tetrazolate ligand, implying coplanarity between the two rings. Addition of electrophiles to 2 gave cationic complexes such as [CpFe(CO)2(4-MeN4C-C5H4N)][O3SCF3] (3), [CpFe(CO)2(4-HN4C-C5H4N)][O3SCF3] (4) and the doubly protonated complex [CpFe(CO)2(4-HN4C-C5H4N-H)][O3SCF3]2 (5). For example 2 reacted with CH3OSO2CF3 in CH2Cl2 at -50 °C to give 3 in 70% yield. In all cases, the out-of-plane rotation of the pyridyl ring occurred as a consequence of the quaternization of the N-4 of tetrazole ring. X-ray structure of complex 5 indicates a torsion angle of 20.9(2)° between the aromatic rings (space group = P21/n ; a = 15.3345(7), b = 8.3672(4), c = 18.725(1) ; Z = 4). Protonation reactions are reversible and complexes 4-5 were easily converted into the starting complex 2 by addition of a base.
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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis