Journal of Organometallic Chemistry p. 63 - 72 (1989)
Update date:2022-09-26
Topics: Carbonylation Seleno and Telluro Esters Co2(CO)8 Diaryl Diselenides and Ditellurides
Uemura, Sakae
Takahashi, Hidetaka
Ohe, Kouichi
Sugita, Nobuyuki
Diaryl Diselenides react with CO(5-100 atm) at 100-200°C during 1-4 h in the presence of Co2(CO)8 to give the corresponding aryl selenocarboxylic acid esters in 21-96% yields. Similar treatment of diphenyl ditelluride gives the telluro analogues in lower yields. Didodecyl diselenide also gives the corresponding seleno ester, while esters were not produced from dibenzyl diselenide and didodecyl ditelluride. Under milder conditions (10 atm CO/125°C/1 h) the reactivity of (PhM)2 (M S, Se, Te) for the corresponding esters was found to be in the order Te > Se > S. The carbonylation of diaryl diselenides proceeds catalytically in Co2(CO)8 in the presence of triphenylphosphine. It was shown unambiguously that benzoylcobalt tetracarbonyl, which is one of the possible intermediates when aryl is phenyl, reacts smoothly with diphenyl diselenide or ditellutide to give the corresponding ester, phenyl selenobenzoate or tellurobenzoate, respectively, in a good yield.
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