The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Synthesis and Application of 2,6-Bis(trifluoromethyl)-4-pyridyl Phosphanes: The Most Electron-Poor Aryl Phosphanes with Moderate Bulkiness, the main research direction is fluoromethylpyridylphosphine preparation steric effect Taft molybdenum rhodium catalyst; optimized mol structure Stille vinyltin transmetalation palladium fluoromethylpyridylphosphine DFT; Stille ketone addition arylboronic asym arylation tosylimine catalyst fluoromethylpyridylphosphine.Quality Control of Tris(3,5-bis(trifluoromethyl)phenyl)phosphine.
BFPy (BFPy = 2,6-bis(trifluoromethyl)-4-pyridyl) phosphines mimic the electronic and steric characters of P(C6F5)3 and PPh3, resp. These novel ligands showed a large ligand acceleration effect on Stille coupling, the Rh-catalyzed 1,2-addition of arylboronic acids to unactivated ketones and the asym. arylation of N-tosylimine using phenylboronic acid. Particularly in the last two cases, the BFPy phosphine achieved the record of the highest catalytic activity. The Stille coupling of iodobenzene with tributyl(vinyl)stannane in the presence of [Pd2[dba]3] (dba = dibenzylideneacetone) and P(BFPy)3 (1a) in THF gave styrene in 94% yield. The ligand effect in transmetalation of the vinyl group to Pd was evaluated by DFT calculations of the reaction of [L(Ph)PdI] (L = 1a, PPH3, AsPh3) with (vinyl)SnMe3. The BFPy phosphine ligand accelerated the Rh-catalyzed 1,2-addition of arylboronic acids to unactivated ketones. Reaction of five ketones with five arylboronic acids in the presence of [{RhOH(cod)}2] (cod = 1,5-cyclooctadiene) and biphenyl (±)-(6-MeO-2-P(BFPy)2C6H3)2 ((±)-3a) afforded the corresponding tert-alcs. in 81% to 99% yield. E.g., reaction of 4-trifluoromethylacetophenone with phenylboronic acid gave 1-phenyl-1-(4-trifluoromethylphenyl)ethanol in 99% yield. Highly enantioselective catalysis using (R)-3a was achieved in the asym. arylation of arylimine 4-MeOC6H4C(H):NTs (13, Ts = tosyl) with phenylboronic acid. The reaction of tosylimine 13 with one equivalent phenylboronic acid in the presence of [{RhCl(C2H4)2}2] and (R)-3a gave N-tosylamine (S)-4-MeOC6H4C(H)(Ph)N(H)Ts in 98% yield and 98% ee.
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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem