S. A. Mitchenko, V. P. Ananikov, I. P. Beletskaya, Yu. A. Ustynyuk, “A novel stereoselective and catalytic C–C coupling reaction: acetylene dimerization accompanied by addition of iodine to yield (E,E)-1,4-diiodobuta-1,3-diene in the PtIV–I––I2–MeOH system”, Mendeleev Commun., 1997, Volume 7, Issue 4,Pages 130

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A novel stereoselective and catalytic C–C coupling reaction: acetylene dimerization accompanied by addition of iodine to yield (E,E)-1,4-diiodobuta-1,3-diene in the Pt^IV–I^––I₂–MeOH system

S. A. Mitchenko^a, V. P. Ananikov^b, I. P. Beletskaya^c, Yu. A. Ustynyuk^c

^a A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^c Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Abstract: A new catalytic reaction – dimerization of acetylene accompanied by addition of iodine to yield (E,E)-1,4-diiodobuta-1,3-diene at 30 °C in a methanolic solution of NaI, Pt^IV and I₂ – has been found; a plausible reaction mechanism involves intermediate formation of a cis-divinyl derivative of platinum(IV) through two subsequent triple bond iodoplatination steps followed by reductive elimination of the final product.

Language: English

DOI: 10.1070/MC1997v007n04ABEH000715