The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Mechanistic Insights into the Rh(I)/Rh2(II)-Catalyzed Divergent Ring-Opening of Cyclopropenes: A Computational Study, the main research direction is cyclopropene rhodium ring opening mechanism cycloisomerization PES.Application In Synthesis of Tris(triphenylphosphine)chlororhodium.
The mechanisms of transition-metal-catalyzed cyclopropenes involved reactions are complicated since diversified active intermediates could be potentially formed. Herein, computational studies were performed to gain mechanistic insights into the Rh(I)- and Rh2(II)-catalyzed regioselective ring-opening of allylic cyclopropenecarboxylate (1) and further rearrangement to form Δβ,γ butenolides. For the Rh(I)-catalyzed ring-opening of cyclopropene moiety of 1, an unusual oxidative addition of C-C σ bond of the three-membered ring onto Rh(I) to form the intermediate with a C-Rh σ bond and a π…Rh interaction is proposed. While, for the Rh2(II)-catalyzed reaction, it is more feasible for the cyclopropene moiety of 1 to convert to the Rh2(II) vinyl carbene intermediate. Despite the formation of different key intermediates for the Rh(I) and Rh2(II)-catalyzed ring-opening reactions, the subsequent intramol. nucleophilic cyclization to form furan derivatives is similar. In addition, the origins of different regioselectivities for the Rh(I) and Rh2(II)-catalyzed reactions are revealed.
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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate