Abstract:Compounds of type [MX 2 (Hpben)] [M ϭ Pd (X ϭ Cl), Pt (X ϭ Cl, I); Hpben ϭ 2-(2Ј-pyridyl)benzimidazole] were prepared and characterized, and the structures of the Pt derivatives were determined by X-ray crystallography. The crystals of [PtI 2 (Hpben)] consist of discrete units in which the Pt atom is coordinated to two iodine atoms and to pyridine and imidazole N atoms in a distorted square planar arrangement. The structure of the chloro derivative is similar, except that the [PtCl 2 (Hpben)] monomers are hydr… Show more
“…The nitrogen-platinum bonds of 2.002(2) Å (imine) and 2.018(2) Å (pyridine) are similar to those reported in other iminopyridine platinum systems[36][37][38][39][40][41][42][43][44][45][46][47][48]. The imine C(7)-N(8) distance is 1.291(4) Å and in the range of accepted carbon-nitrogen double bonds.…”
“…The nitrogen-platinum bonds of 2.002(2) Å (imine) and 2.018(2) Å (pyridine) are similar to those reported in other iminopyridine platinum systems[36][37][38][39][40][41][42][43][44][45][46][47][48]. The imine C(7)-N(8) distance is 1.291(4) Å and in the range of accepted carbon-nitrogen double bonds.…”
“…The Pt-Cl bonds (Table 2) are similar in length, indicating an insignificant trans influence difference between the pyridine and imidazole rings. They are in the range 2.291 (3)-2.306 (3) Å reported for similar dichlorido(pyridin-2-ylbenzimidazole)platinum(II) complexes (Jin et al, 2014;Casas et al, 2005). The extended structure of (1) exhibits a number of interesting intermolecular interactions (see Fig.…”
Section: Figurementioning
confidence: 65%
“…The Pt-N(im) bond length (im is imidazole) is shorter than the Pt-N(py) bond length (py is pyridine), as is found in other platinum pyridin-2yl-substituted benzimidazole complexes (cf. Jin et al, 2014;Liu et al, 2005;Casas et al, 2005;Shavaleev et al, 2004;He et al, 2003). The Pt-Cl bonds (Table 2) are similar in length, indicating an insignificant trans influence difference between the pyridine and imidazole rings.…”
The photophysical properties of transition metal complexes of the 5,6-dimethyl-2-(pyridin-2-yl)-1-(pyridin-2-ylmethyl)-1H-benzimidazole ligand are of interest. Dichlorido[5,6-dimethyl-2-(pyridin-2-yl)-1-(pyridin-2-ylmethyl)-1H-benzimidazole-κN,N]platinum(II), [PtCl(CHN)], is luminescent in the solid state at room temperature. The compound displays a distorted square-planar coordination geometry. The Pt-N(imidazole) bond length is shorter than the Pt-N(pyridine) bond length. The extended structure reveals that symmetry-related molecules display weak C-H...N, C-H...Cl, and C-H...Pt hydrogen-bonding interactions that are clearly discernable in the Hirshfeld surface and fingerprint plots. The intermolecular C-H...Pt and C-H...N interactions have been explored using density functional theory. The result of an analysis of the distance dependence of C-H...Pt yields a value consistent with that observed in the solid-state structure. The energy of interaction for the C-H...Pt interaction is found to be about -11 kJ mol.
“…The NMR analyses of the complex are consistent with its composition. In the 1 H NMR spectra, the proton resonances of the NH functionality in ligand L1 and Mn(I) complex A were shown as singlets at 12.90 [ 49 ] and 14.58 ppm, respectively, suggesting coordination between the metal center and the ligand in the complex. In the 13 C NMR spectrum, three singlets appeared at 224.0, 221.0, and 220.6 ppm for the coordinating carbonyl groups in the Mn(CO) 3 moiety of complex A .…”
This study represents the first example of a bidentate phosphine-free manganese(I)-NN complex catalyst for the synthesis of quinolines (pyridines) through acceptorless dehydrogenative condensation of various secondary alcohols with amino alcohols. The coupling reactions occurred at 3 mol% catalyst loading and 110 C, and tolerated diverse functional groups. Moderate to excellent yields ranging from 45% to 89% were achieved after 12 hr of reaction. The present protocol provides a concise and environmentally friendly method for the construction of heterocyclic compounds. K E Y W O R D S acceptorless dehydrogenative condensation, manganese(I)-NN complex, phosphine-free ligand, quinolines (pyridines)
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