<p>Leuco-quinizarin, characterized by its highly active diketone skeleton, is a versatile reactant that can function as both an electrophile and a nucleophile. We demonstrate that Pt-Ni bimetallic nanoparticle catalysts, immobilized on a composite support of dimethylpolysilane (DMPSi) and Al<sub>2</sub>O<sub>3</sub> (M/DMPSi-Al<sub>2</sub>O<sub>3</sub>), exhibit both high activity and selectivity in the hydrogenation of quinizarin to leuco-quinizarin. This study investigates the influence of the Ni/Pt ratio in Pt-Ni/DMPSi-Al<sub>2</sub>O<sub>3</sub> catalysts on their structure and catalytic activity. A higher Ni/Pt ratio resulted in improved catalytic performance for the selective hydrogenation of quinizarin to leuco-quinizarin in both batch and continuous-flow systems. We also developed a comprehensive continuous-flow synthetic process that integrates the continuous-flow hydrogenation of quinizarin to leuco-quinizarin catalyzed by Pt-Ni/DMPSi-Al<sub>2</sub>O<sub>3</sub> with the derivatization reaction of leuco-quinizarin (Marschalk reaction).</p>

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Bimetallic Effects of Heterogeneous Metal Nanoparticle Catalysts for Selective Hydrogenation of Quinizarin

  • Hiroyuki Miyamura,
  • Ryosuke Kajiyama,
  • Yoshihiro Kon

摘要

Leuco-quinizarin, characterized by its highly active diketone skeleton, is a versatile reactant that can function as both an electrophile and a nucleophile. We demonstrate that Pt-Ni bimetallic nanoparticle catalysts, immobilized on a composite support of dimethylpolysilane (DMPSi) and Al2O3 (M/DMPSi-Al2O3), exhibit both high activity and selectivity in the hydrogenation of quinizarin to leuco-quinizarin. This study investigates the influence of the Ni/Pt ratio in Pt-Ni/DMPSi-Al2O3 catalysts on their structure and catalytic activity. A higher Ni/Pt ratio resulted in improved catalytic performance for the selective hydrogenation of quinizarin to leuco-quinizarin in both batch and continuous-flow systems. We also developed a comprehensive continuous-flow synthetic process that integrates the continuous-flow hydrogenation of quinizarin to leuco-quinizarin catalyzed by Pt-Ni/DMPSi-Al2O3 with the derivatization reaction of leuco-quinizarin (Marschalk reaction).