Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition, 6224-63-1, Name is Tri-m-tolylphosphine, SMILES is CC1=CC(P(C2=CC=CC(C)=C2)C3=CC=CC(C)=C3)=CC=C1, in an article , author is Li, Ting, once mentioned of 6224-63-1, Formula: C21H21P.
Gold-catalysed asymmetric net addition of unactivated propargylic C-H bonds to tethered aldehydes
Catalytic methods for asymmetric functionalization of unactivated propargylic C-H bonds are scarce. Now, the design of a special ligand for cooperative gold catalysis enables the intramolecular, enantioselective addition of propargylic C-H bonds to aldehyde groups providing chiral cyclopentane/cyclohexane-fused homopropargylic alcohols. The asymmetric one-step net addition of unactivated propargylic C-H bonds to aldehydes leads to an atom-economic construction of versatile chiral homopropargylic alcohols, but has not yet been realized. Here we show its implementation in an intramolecular manner under mild reaction conditions. This chemistry-via cooperative gold catalysis enabled by a chiral bifunctional phosphine ligand-achieves asymmetric catalytic deprotonation of propargylic C-H (pK(a) > 30) by a tertiary amine group (pK(a) approximate to 10) of the ligand in the presence of much more acidic aldehydic alpha-hydrogens (pK(a) approximate to 17). The reaction exhibits a broad scope and readily accommodates various functional groups. The cyclopentane/cyclohexane-fused homopropargylic alcohol products are formed with excellent enantiomeric excesses and high trans-selectivities with or without a preexisting substrate chiral centre. Density functional theory studies of the reaction support the conceived reaction mechanism and the calculated energetics corroborate the observed stereoselectivity and confirm additional metal-ligand cooperation.
But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity! 6224-63-1, you can contact me at any time and look forward to more communication. Formula: C21H21P.
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