The Tsuji–Wilkinson decarbonylation reaction is a method for the decarbonylation of aldehydes and some acyl chlorides. The reaction name recognizes Jirō Tsuji, whose team first reported the use of Wilkinson's catalyst (RhCl(PPh 3) 3) for these reactions: RC(O)X + RhCl(PPh 3) 3 → RX + RhCl(CO)(PPh 3) 2 + PPh 3

Oct 29, 2021 · Decarbonylation of aldehydes is an important reaction used for defunctionalization of molecules. The aldehyde functional group can act as a traceless and transient directing group and its removal can be accomplished with different transition metal catalysts.

Removal of carbonyl groups from aldehydes or acid chlorides to produce alkanes or alkenes by Wilkinson's catalyst RhCl(PPh3)3.

Jun 16, 2022 · Herein, an efficient Rh-catalyzed deuterated Tsuji–Wilkinson decarbonylation of naturally available aldehydes with D 2 O is developed. In this reaction, D 2 O not only acts as a deuterated reagent and solvent but also promotes Rh-catalyzed decarbonylation.

Feb 28, 2008 · The mechanism for the rhodium-catalyzed decarbonylation of aldehydes was investigated by experimental techniques (Hammett studies and kinetic isotope effects) and extended by a computational study (DFT calculations).

Decarbonylation can be catalyzed by soluble metal complexes. [6][5] These reactions proceed via the intermediacy of metal acyl hydrides. An example of this is the Tsuji–Wilkinson decarbonylation reaction using Wilkinson's catalyst.

Transition-metal-catalyzed decarbonylation via carbon–carbon bond cleavage is an essential synthetic methodology. Given the ubiquity of carbonyl compounds, the selective decarbonylative process offers a distinct synthetic strategy using carbonyl groups as “traceless handles”.

Jan 1, 2017 · The first decarbonylation reaction for aldehydes and the associated mechanism was described in 1965–1966 by Tsuji and Ohno with a stoichiometric amount of the Wilkinson’s catalyst RhCl(PPh 3) 3 (PPh 3 = triphenylphosphine) (Scheme 1).

Jan 11, 2022 · In this review, we chose to present the applications of TMC decarbonylation in the synthesis of natural products and their derivatives. More than 30 examples are showcased and categorized into three categories based on the essence of the …

The catalytic decarbonylation of aldehydes has been developed using commercially available [IrCl(cod)]2 and PPh3 under mild conditions, and the method could be widely applicable to various substrates with different functionalities.