Nickel catalyzed alkylation of N-aromatic heterocycles with Grignard reagents through direct C-H bond functionalization.

A novel protocol for nickel-catalyzed direct sp(2) C-H bond alkylation of N-aromatic heterocycles has been developed. This new reaction proceeded efficiently at room temperature using a Grignard reagent as the coupling partner. This approach provides new access to a variety of alkylated N-aromatic heterocycles which are potentially of great importance in medicinal chemistry.

6,6'-Di-tert-butyl-4,4'-dimethyl-2,2'-[1,2-phenyl-enebis(nitrilo-methanylyl-idene)]diphenol.

In the title mol-ecule, C(30)H(36)N(2)O(2), the dihedral angles between the central benzene ring and the two benzene rings of the butyl-salicylaldimine groups are 14.3 (2) and 40.6 (2)°. There are two strong intra-molecular O-H⋯N hydrogen bonds which form S(6) rings. The crystal studied was a non-merohedral twin with refined components of 0.270 (4) and 0.730 (4).

Bis-(chloro-acetato-κO)bis(trimethyl-silylmethyl)tin(IV).

In the title complex, [Sn(C(2)H(2)ClO(2))(2)(C(4)H(11)Si)(2)], the Sn(IV) ion is coordinated in a distorted tetra-hedral environment formed by two O atoms from two monodenate chloro-acetato ligands and two C atoms from two trimethyl silyl ligands. Two further weak intra-molecular Sn⋯O contacts [2.744 (2) and 2.655 (2) Å] are formed by the chloro-acetato ligands.

Nickel-catalyzed sp2 C-H bonds arylation of N-aromatic heterocycles with Grignard reagents at room temperature.

A novel protocol for nickel-catalyzed direct sp(2) C-H bond arylation of purines has been developed. This new reaction proceeded efficiently at room temperature using Grignard reagent as the coupling partner within 5 hours in good to high yields. This approach provides a new access to a variety of C8-arylpurines which are potentially of great importance in medicinal chemistry.