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Studies on catalytic hydrogenation of citral by water-soluble palladium complex
Affiliation:1. Department of Biology and Chemistry, City University of Hong Kong, Kowloon, Hong Kong, China;2. Department of Chemistry, Sichuan University, Chengdu, Sichuan 610064, China;1. Núcleo de Pesquisa em Doenças Negligenciadas, Universidade Guarulhos, Guarulhos, SP, Brazil;2. Instituto de Física de São Carlos, Universidade de São Paulo, São Carlos, SP, Brazil;3. Programa de Pós-graduação em Biotecnologia, Rede Nordeste de Biotecnologia, Universidade Federal do Piauí, Teresina, PI, Brazil;4. Departamento de Ciências Farmacêuticas, Universidade Federal da Paraíba, João Pessoa, PB, Brazil;5. Laboratório de Parasitologia, Instituto Butantan, São Paulo, SP, Brazil;6. Núcleo de Enteroparasitas, Instituto Adolfo Lutz, São Paulo, SP, Brazil;1. Key Laboratory of Jiangsu Province for Chemical Pollution Control and Resources Reuse, School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing, 210094, PR China;2. Key Laboratory of Pollution Ecology and Environmental Engineering, Institute of Applied Ecology, Chinese Academy of Sciences, Shenyang, 110016, Liaoning, China;3. Jiangsu Open University, Nanjing, 210036, China;1. National Synchrotron Radiation Research Center, Hsinchu 30076, Taiwan;2. Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan;1. LCC-CNRS, Université de Toulouse, UPR 8241 CNRS, INPT, Toulouse, France;2. Institute of Engineering, Autonomous University of Baja California, Benito Juarez Blvd. esc. Calle de la Normal, s/n, C. P. 21280 Mexicali, B.C., Mexico;3. Laboratoire de Génie des Procédés Catalytiques, Université de Lyon, UMR 5285 CNRS – CPE Lyon – UCBL, France;4. Laboratory of Separation and Reaction Engineering – Laboratory of Catalysis and Materials (LSRE-LCM), Chemical Engineering Department, Faculty of Engineering, University of Porto, Rua Dr. Roberto Frias s/n, 4200-465 Porto, Portugal;5. University of Muenster, MEET Battery Research Center, Institute of Physical Chemistry, Corrensstr. 46, 48149 Münster, Germany
Abstract:The hydrogenation of citral has been studied in biphasic system using water-soluble PdCl2(TPPTS)2 as catalyst. The selectivity to form citronellal increased with increasing pH values of the aqueous phase. At the same pH value, the selectivity was higher when the hydrogenation was carried out in the presence of Na2CO3 than in the presence of NaOH. The main product was citronellal and a maximum yield of 93% had been obtained using Na2CO3 solution at pH 11.6. The CC bond in citronellal could be further hydrogenated to form dihydrocitronellal when the hydrogenation was carried out in distilled water at pH 6.0. The yield of dihydrocitronellal could reach 93% with prolonged reaction time to 6 h. Therefore, high yields of either citronellal or dihydrocitronellal could be obtained from citral by selecting the corresponding reaction conditions.
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