398-88-9

Upstream product

• 449-82-1 4-fluoro-2-propyl-phenetole 
• 13990-72-2 1-allyloxy-4-fluorobenzene 
• 13997-72-3 1-allyl-2-hydroxy-5-fluorobenzene 
• 371-41-5 4-Fluorophenol 
• 347-14-8 4-fluoro-2-propenyl-phenetole 
• 443-09-4 1-(5-fluoro-2-hydroxyphenyl)propan-1-one 

Downstream Products

• 374063-32-8 4-tert-butyldimethylsiloxy-3-propyl-1-fluorobenzene 
• 324-30-1 (4-fluoro-2-propyl-phenoxy)-acetic acid 

Relevant academic research and scientific papers

Scope and Mechanistic Analysis for Chemoselective Hydrogenolysis of Carbonyl Compounds Catalyzed by a Cationic Ruthenium Hydride Complex with a Tunable Phenol Ligand

A cationic ruthenium hydride complex, [(C6H6)(PCy3)(CO)RuH]+BF4- (1), with a phenol ligand was found to exhibit high catalytic activity for the hydrogenolysis of carbonyl compounds to yield the corresponding aliphatic products. The catalytic method showed exceptionally high chemoselectivity toward the carbonyl reduction over alkene hydrogenation. Kinetic and spectroscopic studies revealed a strong electronic influence of the phenol ligand on the catalyst activity. The Hammett plot of the hydrogenolysis of 4-methoxyacetophenone displayed two opposite linear slopes for the catalytic system 1/p-X-C6H4OH (ρ = -3.3 for X = OMe, t-Bu, Et, and Me; ρ = +1.5 for X = F, Cl, and CF3). A normal deuterium isotope effect was observed for the hydrogenolysis reaction catalyzed by 1/p-X-C6H4OH with an electron-releasing group (kH/kD = 1.7-2.5; X = OMe, Et), whereas an inverse isotope effect was measured for 1/p-X-C6H4OH with an electron-withdrawing group (kH/kD = 0.6-0.7; X = Cl, CF3). The empirical rate law was determined from the hydrogenolysis of 4-methoxyacetophenone: rate = kobsd[Ru][ketone][H2]-1 for the reaction catalyzed by 1/p-OMe-C6H4OH, and rate = kobsd[Ru][ketone][H2]0 for the reaction catalyzed by 1/p-CF3-C6H4OH. Catalytically relevant dinuclear ruthenium hydride and hydroxo complexes were synthesized, and their structures were established by X-ray crystallography. Two distinct mechanistic pathways are presented for the hydrogenolysis reaction on the basis of these kinetic and spectroscopic data. (Chemical Equation Presented).

Chain-growth polycondensation for aromatic polyethers with low polydispersities: Living polymerization nature in polycondensation

Polycondensation normally proceeds in a step-growth reaction manner to give polymers with a wide range of molecular weights. However, the polycondensation of potassium 5-cyano-4-fluoro-2-propylphenolate (1) proceeded at 150 °C in a chain polymerization manner from an initiator, 4-fluoro-4′-trifluoromethylbenzophenone (2a), to give aromatic polyethers having controlled molecular weights and low polydispersities (Mw/Mn ≤ 1.1). The resulting polycondensation of 1 had all of the characteristics of living polymerization and displayed a linear correlation between molecular weight and monomer conversion, maintaining low polydispersities. The MALDI-TOF mass spectrum of poly1 revealed that this polycondensation did not include conventional step-growth polycondensation which gave the polymer without initiation unit and macrocycles. The poly1 with low polydispersity showed higher crystallinity than that with broad molecular weight distribution, obtained by the conventional polycondensation of 1 without 2a.

Alternative Lewis acids to effect Claisen rearrangement

Yb(OTf)3 and DIBAL-H are developed as alternative Lewis acids for effecting Claisen rearrangement of allyl, crotyl and prenyl aryl ethers.