The rhodium-catalyzed intramolecular direct arylation of imidazole and benzimidazole derivatives via double C-H bond activation is described. This approach provides new access to a wide range of imidazo and benzimidazo[2,1-a]isoquinoline derivatives in moderate to high yields. This reaction provides an alternative method to the known Pd-catalyzed intramolecular oxidative cross-coupling reactions.

With [Ru(p-cymene)Cl(2)](2) as catalyst, diazo-β-ketoanilides would undergo intramolecular carbenoid arene C-H bond functionalization to afford 3-alkylideneoxindoles in up to 92% yields. The reaction occurs under mild conditions and exhibits excellent chemoselectivity. The lack of primary KIE (k(H)/k(D) ~ 1) suggests that the reaction should not proceed by rate-limiting C-H bond cleavage; a mec...

In the title mol-ecule, C(12)H(11)N(3)O(2), the dihedral angle between the mean planes of the naphthalene and carboxamide groups is 28.9 (8)°. The hydrazine N atoms are twisted slightly out of the plane of the carboxamide group [C-C-N-N torsion angle = -175.06 (13)°]. The crystal packing is influenced by N-H⋯O hydrogen bonding which includes a bifurcated hydrogen bond between the amide N atom a...

The molecule of the title compound, C(15)H(16)N(2)O, is non-planar with a dihedral angle of 16.0 (1)° between the pyrrole and benzene rings. The ketone double-bond displays an s-cis conformation with an O=C-C=C torsion angle of 7.9 (3) and an intramolecular C-H⋯O hydrogen bond. In the crystal structure, adjacent mol-ecules are paired through N-H⋯O hydrogen bonds into centrosymmetric dimers.

The mol-ecule of the title compound, C(14)H(10)Cl(2)N(2)O(2), displays a trans configuration with respect to the C=N double bond and has an intramolecular O-H⋯N hydrogen bond. The dihedral angle between the two benzene rings is 1.4 (2)°. In the crystal structure, mol-ecules are linked through inter-molecular N-H⋯O hydrogen bonds, forming chains running along the a direction.

The title compound, C14H12FN3O, adopts an E conformation with respect to the azomethine double bond whereas the N and methyl C atoms are in a Z conformation with respect to the same bond. The ketonic O and azomethine N atoms are cis to each other. The non-planar mol-ecule [the dihedral angle between the benzene rings is 7.44 (11)°] exists in an amido form with a C=O bond length of 1.221 (2) Å. ...

Using the freon mixture CDF(3)/CDClF(2) as solvent we have been able to measure the (1)H and (15)N NMR spectra of the doubly (15)N labeled 2,2'-bipyridinium cation (BpyH(+)) at temperatures down to 115 K. The obtained NMR parameters strongly depend on the type of counteranions indicating the formation of ion pairs. In the case of the bulky poorly coordinating tetrakis[3,5-bis(trifluoromethyl)ph...

There are two independent mol-ecules in the asymmetric unit of the title compound, C(13)H(9)BrClN(3)O(2), in which the dihedral angles between the benzene and pyridine rings are 8.23 (9)° and 52.84 (12)°. Both the mol-ecules exist in an E configuration with respect to the C=N double bond. The two mol-ecules in the asymmetric unit are linked via weak C-H⋯O hydrogen bonds. In both the mol-ecules,...

The title compound, (C(8)H(12)NO)(C(16)H(18)NO(2))[ZnCl(4)]·H(2)O, was obtained as a by-product of the Zn(2+) and HCl catalyzed condensation of (2-meth-oxy-phen-yl)methanamine in water. Both cations feature an intra-molecular N-H⋯O hydrogen bond. In the crystal, the components are linked by an extensive three-dimensional network of N-H⋯O, O-H⋯Cl and N-H⋯Cl hydrogen bonds (three of them bifurcat...