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Co2(CO)8-mediated and -catalyzed carbonylation of diaryl diselenides and ditellurides to seleno and telluro esters
Affiliation:1. Department of Medical Microbiology and Immunobiology, Faculty of Medicine, University of Szeged, Dóm tér 10, 6720 Szeged, Hungary;2. Department of Organic and Pharmaceutical Chemistry, School of Pharmacy, University of Navarra, Irunlarrea 1, 31010 Pamplona, Spain;3. Department of Technology and Biotechnology of Drugs, Jagiellonian University Medical College, Medyczna 9, 30-688 Kraków, Poland;1. Environmental Engineering and Water Technology Department, UNESCO-IHE Institute for Water Education, PO Box 3015, Delft DA 2601, The Netherlands;2. Biofouling and Biofilm Processes Section of Water and Steam Chemistry Division, Bhabha Atomic Research Centre, Kalpakkam, 603102, Tamil Nadu, India;3. Department of Chemistry and Bioengineering, Tampere University of Technology, PO Box 541, Tampere, Finland;1. College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan;2. Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan;3. Research Organization of Science and Technology, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan;1. Department of Process Chemistry, Merck Sharp and Dohme Research Laboratories, Hertford Road, Hoddesdon, Hertfordshire, EN11 9BU, United Kingdom;2. Department of Process Chemistry, Merck Research Laboratories, Rahway, NJ 07065, United States
Abstract:Diaryl diselenides and ditellurides react with CO (5–100 atm) at 100–200°C in the presence of Co2(CO)8 to give the corresponding seleno and telluro esters in 21–96% yield. The carbonylation proceeds catalytically in CO2(CO)8 in the presence of triphenylphosphine. It was shown unambiguously that benzoylcobalt tetracarbonyl, which is one of possible intermediates, reacts with diphenyl diselenide or ditelluride to give phenyl selenobenzoate or tellurobenzoate, respectively.
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