Archives for Chemistry Experiments of 2,4-Dimethylpyridine

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Iridium-Catalyzed Regioselective C(sp3)-H Silylation of 4-Alkylpyridines at the Benzylic Position with Hydrosilanes Leading to 4-(1-Silylalkyl)pyridines

The regioselective silylation of C(sp3)-H bonds at the benzylic position in 4-alkylpyridines with hydrosilanes is described. The reaction proceeds in the presence of a catalytic amount of Ir4(CO)12 or Ir(acac)(CO)2, which possess CO as a ligand, or [Ir(OMe)(cod)]2 under 1 atm of CO. After optimizing the reaction conditions, by using other pyridine derivatives, such as 3,5-dimethylpyridine, as additives, the low product yields of 2-substituted 4-methylpyridines were improved markedly.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis