67696-30-4

Upstream product

• 98-85-1 1-Phenylethanol 
• 67696-25-7 bis(2,2,2-trifluoroethoxy)triphenylphosphorane 
• 100-42-5 styrene 
• 75-89-8 2,2,2-trifluoroethanol 
• 98821-06-8 (1-Trifluoromethanesulfonyl-ethyl)-benzene 
• 672-65-1 (1-chloroethyl)benzene 
• 1547-96-2 2,4,6-tris(2,2,2-trifluoroethoxy)-1,3,5-triazine 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Acceptorless Dehydrogenative Oxidation of Secondary Alcohols Catalysed by Cp*IrIII–NHC Complexes

A series of new IrIIIcomplexes with carbene ligands that contain a range of benzyl wingtip groups have been prepared and fully characterised by NMR spectroscopy, HRMS, elemental analysis and X-ray diffraction. All the complexes were active in the acceptorless dehydrogenation of alcohol substrates in 2,2,2-trifluoroethanol to give the corresponding carbonyl compounds. The most active complex bore an electron-rich carbene ligand; this complex was used to catalyse the highly efficient and chemoselective dehydrogenation of a wide range of secondary alcohols to their respective ketones, with turnover numbers up to 1660. Mechanistic studies suggested that the turnover of the dehydrogenation reaction is limited by the H2-formation step.

Markovnikov-Selective addition of fluorous solvents to unactivated olefins using a co catalyst

We developed an addition reaction of fluorous solvents to olefins using salen-cobalt (Co) complex, Nfluoro- 2,4,6- Trimethylpyridinium tetrafluoroborate, and 1,1,3,3- Tetramethyldisiloxane. This reaction condition was found to activate olefins, which enab

Expedient and efficient one pot synthesis of trifluoroethyl ethers from metal free 2,4,6-tris-(2,2,2-trifluoro-ethoxy)-[1,3,5] triazene

An efficient synthesis of fluorinated alkyl and aryl ethers was achieved by the use of s-triazene derived fluorinated reagent 2,4,6-tris-(2,2,2-trifluoro-ethoxy)-[1,3,5] triazene (TriTFET). The procedure offers a very attractive alternative for the synthesis of fluorinated motifs that are found in various bioactive molecules. Moreover, TriTFET is a synthetic non-toxic, non-ozone depleting and stable reagent. All compounds were characterized by 1H, 13C and 19F NMR.

CATALYTIC C-H BOND ACTIVATION FOR THE SYNTHESIS OF ETHERS AND THIOETHERS

Disclosed is a method for the transition metal-mediated oxidation of C-H bonds to form C-0 or C-S bonds. The methods are useful for the formation of ethers (R-OR') from alcohols, R'OH, and sp3 -hybridized C-H bonds in substrates, R-H. Aryl or heteroaryl acetates may also be used for C-H to C-OAr bond formation. The methods are also useful in the preparation of C-S bonds from acetyl-protected thiols, MeC(0)SR, and disulfides, RSSR. Advantageously, the methods minimize reaction steps, the handling of oxidized intermediates, and environmental impact.

Palladium-catalyzed asymmetric hydrogenation of simple ketones activated by Br?nsted acids

Homogeneous Pd(OCOCF3)2/(R)-C4-TunePhos has been successfully applied in the asymmetric hydrogenation of simple ketones activated by catalytic amount of Br?nsted acid with up to 88% ee.

ENHANCED NUCLEOPHILE SELECTIVITY IN THE PHOTOADDITION TO STYRENE. COMPARISON WITH THE THERMAL ADDITION

The reactivity-selectivity properties of the sec-phenethyl carbenium ion and its analogues have been examined in binary-aqueous solutions of alcohols (ROH; R = Me, Et, CF3CH2, n-Bu, t-Bu, n-Pr, i-Pr), acetic acid, and in solutions containig external nucleophiles such as thiophenol, ethanethiol, acetate, and benzenesulfinate.Selectivity (S = k(Nuc)/k(H2O) is observed to be a function of the nucleophile, the ring substituent, thermal or photochemical conditions, irradiation time, and medium acidity.In the case of styrene, the photochemically generated (usually 254 nm, 1 h) species exhibits greater selectivity (up to two orders of magnitude) than its thermal counterpart, generated (usually 80 deg C, 2-4 d) in identical media, particularly in aqueous-rich solvent compositions.A rationale for these differences, supported by fluorescence quenching experiments, and the other effects upon selectivity will be discussed.

Nucleofugality of the Sulfinate Group in Carbocation-Forming Processes

The solvolytic reactivity of a variety of sulfones and sulfinate esters has been determined which allows one to place the sulfinate leaving group in a relative nucleofugality scale.Cumyl trifluoromethyl sulfone (1) reacts in a variety of solvents to give substitution products.The mOTs value of 0.82 is indicative of the involvement of the cumyl cation (9) formed in kc process.In terms of rate, 1 is 170 times less reactive than cumyl chloride but 286 times more reactive than cumyl p-nitrobenzoate.The analogous cumyl methyl sulfone (2) and cumyl phenyl sulfone (3) solvolyze approximately 107 times more slowly than 1.The sulfinate esters cumyl methanesulfinate (6) and cumyl p-toluenesulfinate (7) are considerably more reactive than the analogous sulfones.Methanolysis of 6 was also subject to acid catalysis, where a mechanism analogous to the AAL1 mechanism of hydrolysis of esters of carboxylic acids was suggested.The less hindered α-phenethyl trifluoromethyl sulfone (4) and p-methoxybenzyl trifluoromethyl sulfone (5) solvolyzed at rates that approached those of the analogous p-nitrobenzoates.This was indicative of the importance of relief of steric congestion in solvolyses of the more hindered tertiary sulfone 1.

Novel Synthetic Reactions Using Bis(2,2,2-trifluoroethoxy)triphenylphosphorane

Alkoxy-or (acyloxy)(2,2,2-trifluoroethoxy)triphenylphosphoranes which were prepared in situ by the ligand exchange of bis(2,2,2-trifluoroethoxy)triphenylphosphorane with alcohols or carboxylic acids were found to behave as potential alkylating or acylating reagents for the preparation of a variety of esters, amides, sulfides, and ketones.