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Updated: Jan 19, 2026

C–C Bond Cleavage: Retro-Aldol Reaction
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C–C Bond Cleavage: Retro-Aldol Reaction

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Catalytic Cleavage of C(sp2)-C(sp2) Bonds with Rh-Carbynoids

Zhaofeng Wang1, Liyin Jiang1, Pau Sarró1

  • 1Institute of Chemical Research of Catalonia (ICIQ) , The Barcelona Institute of Science and Technology, Països Catalans 16 , 43007 Tarragona , Spain.

Journal of the American Chemical Society
|September 14, 2019
PubMed

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The reverse of the aldol addition reaction is called the retro-aldol reaction. Here, the carbon–carbon bond in the aldol product is cleaved under acidic or basic conditions to form two molecules of carbonyl compounds. The mechanism of the reaction consists of three steps.
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Detailed and generalized protocols are presented for the synthesis and subsequent purification of four palladium N-heterocyclic carbene complexes from benzimidazolium salts. The complexes were tested for catalytic activity in arylation and Suzuki-Miyaura reactions. For each reaction investigated, at least one of the four complexes successfully catalyzed the...
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The reaction typically involves adsorbed, dissociated hydrogen (H2)...
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