Dehydrogenative Coupling of Alkanes and Benzene Enhanced by Slurry-Phase Interparticle Hydrogen Transfer.

The dehydrogenative coupling reaction of alkanes and benzene has attracted attention as a method of direct conversion of alkanes to raw materials for useful chemical products. Here, we report the first combined catalyst system composed of hydrotalcite-supported palladium and solid acid aluminum-exchanged montmorillonite for the direct alkylation of benzene promoted by slurry-phase interparticle hydrogen transfer at 150 °C. The combination of the two catalytic particles showed excellent activity and achieved the maximum benzene conversion of 21% and target product selectivity of 84% in the reaction of n-heptane and benzene. Our results, thus, provide a feasible strategy to design efficient liquid-phase reaction systems employing simple physical mixing of two catalytic particles.

Direct Alkylation of Benzene at Lower Temperatures in the Liquid Phase: Catalysis by Montmorillonites as Noble-Metal-Free Solid Acids.

Alkylated benzenes are widely used as raw materials for the production of a variety of chemical compounds. Conventionally, they are obtained by the Friedel-Crafts reaction between alkyl halides and benzene. In this study, the synthesis of halogen-free alkylated benzenes was made possible by the direct alkylation of benzene with alkanes using montmorillonites as noble-metal-free solid acid catalysts. The direct alkylation of benzene with n-heptane was performed at 150 °C. Aluminum-exchanged montmorillonite showed the highest yield of the target C-7 alkylated products (Ph-C7) compared with other homogeneous and heterogeneous acid catalysts: 1.8 % conversion of benzene with 58 % selectivity in 16 h. The montmorillonite catalyst system was applied to other linear and cyclic alkanes to give the corresponding alkylated products with good selectivities.