207610-55-7Relevant academic research and scientific papers
Donor atom set and spin state of iron(II). Bis(ligand)iron(II) and bis(ligand)nickel(II) complexes of 2,2′-bipyridine-6-carbothioamide and 2,2′-bipyridine-6-carboxamide
Childs, Bradley J.,Cadogan, John M.,Craig, Donald C.,Scudder, Marcia L.,Goodwin, Harold A.
, p. 273 - 284 (1998)
2,2′-Bipyridine-6-carbothioamide (bpytm) and 2,2′-bipyridine-6-carboxamide (bpyam) are NNS and NNO donors, respectively, in their cationic bis(ligand)iron(II) and bis(ligand)nickel(II) complexes. The former ligand provides the stronger field and salts of [Fe(bpytm)2]2+ have a singlet ground state, while those of [Fe(bpyam)2]2+ have a quintet ground state. The magnetism and the electronic and Moessbauer spectra of salts of these cations have been measured. The low-temperature Moessbauer spectra of iron(II) complex salts of the carboxamide indicate, for the perchlorate and triflate salts, but not for the fluoroborate salt, a partial transition to singlet-state species. The mode of coordination of the ligands is indicated by infrared spectral data and has been confirmed by determination of the structures of [Ni(bpytm)2] Cl2.4H2O, [Ni(bpyam)2] [BF4]2.H2O and [Fe(bpyam)2] [BF4]2. In addition, the structures of the free ligands have been determined. Hydrogen bonding is present in the free ligands and their complexes. 2,2′-Bipyridine-6-carbothioamide: monoclinic, space group p21/c, a 8.265(3), b 11.175(2), c 11.114(4) A, β 94.47(2)°, Z 4. 2,2′-Bipyridine-6-carboxamide: monoclinic, space group P21/c, a 13.581(2), b 9.926(1), c 16.824(3) A, β 116.481(7)°, Z 8. [Ni(bpytm)2] Cl2.4H2O: triclinic, space group P1, a 9.291(5), b 12.426(7), c 13.425(7) A, α 113.54(3), β 95.63(3)°, γ 94.43(3)°, Z 2. [Ni(bpyam)2][BF4]2.H2O: triclinic, space group P1, a 10.663(5), b 10.861(6), c 12.799(6) A, α 68.70(4), β 77.84(4), γ 78.47(4)°, Z 2. [Fe(bpyam)2] [BF4]2: orthorhombic, space group P bcn, a 12.317(6), b 12.609(4), c 16.644(8) A, Z 4.
Synthesis of primary amides by aminocarbonylation of aryl/hetero halides using non-gaseous NH3 and CO sources
Suresh,Baburajan, Poongavanam,Ahmed, Mansur
supporting information, p. 4864 - 4867 (2015/07/28)
Abstract A practically simple method for the synthesis of primary amides via the palladium-catalysed aminocarbonylation of aromatic halides by using solid sources of gaseous ammonia and carbon monoxide is described. The system tolerated a wide variety of hindered and functionalized aryl/hetero halides and afforded good to excellent yields (69-94%) of the amide. Pharmacologically active Exalamide and Pyrazinecarboxamide were synthesised in high yields to demonstrate the effectiveness of this method.
Regioselective functionalization of 2,2′-bipyridine and transformations into unsymmetric ligands for coordination chemistry
Norrby, Thomas,Boerje, Anna,Zhang, Lian,Akermark, Bjoern
, p. 77 - 85 (2007/10/03)
Novel synthetic strategies for a series of unsymmetrically substituted 2,2′-bipyridines have been developed. These bipyridines have found use in some novel homoleptic and heteroleptic ruthenium(II) complexes. Two methods for regiochemical control of nucleophilic addition to bpy have been explored: (i) mono N-oxidation followed by cyanation and subsequent hydrolysis gave 6-carboxy-2,2′-bipyridine (4); (ii) mono N-methylation followed by the conversion into 6-bromo-2,2′-bipyridine (12) and subsequent nucleophilic addition of lithioacetonitrile followed by hydrolysis of 6-cyanomethyl-2,2′-bipyridine (8) gave the homologous 2,2′-bipyridine-6-acetic acid (9). An established method of regioselective mono-ring alkylation of bpy using methyllithium yielded 6-methyl-2,2′-bipyridine (14), and the generation of the anion of 14 and subsequent addition to a chloromethyl oxazoline was applied to synthesize a second homologue, methyl 2,2′-bipyridine-6-propanoate (16). Structural determinations using 1H, 13C and 2D NMR spectroscopy permitted complete assignments of all signals in the 1H NMR spectra. Acta Chemica Scandinavica 1998.
