2063-74-3Relevant academic research and scientific papers
Synthetic method of borane-catalyzed symmetric ether
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Paragraph 0063-0072, (2021/07/28)
The invention provides a borane-catalyzed symmetric ether synthesis method, which is characterized in that alcohol is used as a raw material, and under the catalysis of B(2,6-Cl2C6H3) (p-HC6F4) 2, etherification reaction is carried out through intermolecular dehydration to generate ether. The reaction process is simple, mild, pollution-free and efficient.
Cp*CoIII-Catalyzed Efficient Dehydrogenation of Secondary Alcohols
Gangwar, Manoj Kumar,Dahiya, Pardeep,Emayavaramban, Balakumar,Sundararaju, Basker
supporting information, p. 2445 - 2448 (2018/09/10)
A novel, well-defined molecular Cp*CoIII complex was isolated and structurally characterized for the first time. The efficiency of this cobalt catalyst was demonstrated in the alcohol dehydrogenation and dehydrative coupling of secondary alcohols under mild conditions into ketones and ethers, respectively.
Ether formation through reductive coupling of ketones or aldehydes catalyzed by a mesoionic carbene iridium complex
Petronilho,Vivancos,Albrecht
, p. 5766 - 5774 (2017/12/07)
An iridium(iii) Cp? complex containing a triazolylidene-pyridyl C,N-bidentate-coordinating ligand is a very powerful catalyst for the transformation of ketones and aldehydes into symmetrical ethers. This highly efficient reductive coupling proceeds immediately at room temperature and at a low catalyst loading (0.1 mol%) when Ph2SiH2 is used as an additive. Aromatic carbonyl substrates react faster than aliphatic ketones or aldehydes, and the substrate scope suggests some functional group tolerance. Likewise, the condensation of alcohols to symmetrical ethers is catalyzed by this triazolylidene iridium complex, though ether formation is an order of magnitude slower than when starting from the analogous ketone or aldehyde as a substrate, suggesting that alcohols are not potential intermediates in the reductive coupling process. Prolonged reactions or modification of the silane additive lead to ether cleavage and dehydration, thus affording the corresponding olefin. Mechanistic insights and in particular the different reactivities of alcohols and ketones have been exploited to develop a synthetic methodology for the iridium-catalyzed formation of unsymmetrical methyl ethers (R-OMe) in good yields.
Iodine-catalyzed transformation of aryl-substituted alcohols under solvent-free and highly concentrated reaction conditions
Jereb, Marjan,Vra?i?, Dejan
, p. 747 - 762 (2018/01/17)
Iodine-catalyzed transformations of alcohols under solvent-free reaction conditions (SFRC) and under highly concentrated reaction conditions (HCRC) in the presence of various solvents were studied in order to gain insight into the behavior of the reaction intermediates under these conditions. Dimerization, dehydration and substitution were the three types of transformations observed with benzylic alcohols. Dimerization and substitution reactions were predominant in the case of primary- and secondary alcohols, whereas dehydration prevailed in the case of tertiary alcohols. The relative reactivity of substituted 1-phenylethanols in I2-catalyzed dimerization under SFRC provided a good Hammett plot ρ+ = -2.8 (r2 = 0.98), suggesting the presence of electron-deficient intermediates with a certain degree of developed charge in the rate-determining step.
Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions
Ajvazi, Njomza,Stavber, Stojan
supporting information, p. 2430 - 2433 (2016/05/19)
A chemoselective method for the direct halogenation of different types of alcohols with halosilanes under catalyst- and solvent-free reaction conditions (SFRC) is reported. Various primary, secondary and tertiary benzyl alcohols and tertiary alkyl alcohols were directly transformed to the corresponding benzyl and alkyl halides, respectively, using chlorotrimethylsilane (TMSCl) and bromotrimethylsilane (TMSBr).
Influence of lewis acid and solvent in the hydrosiylation of aldehydes and ketones with Et3SiH; Tris(pentafluorophenyl)borane B(C 6F5)3 versus Metal inflates [M(OTf) 3; M = Sc, Bi, Ga, and Al] - Mecha
Bach, Peter,Albright, Andrea,Laali, Kenneth K.
experimental part, p. 1961 - 1966 (2009/09/06)
The scope of the B(C6F5)3-catalyzed hydrosilylation of (X)Ph- CH=O and (X)Ph-C(R)=O was expanded to include a large set of subslitulents (X =H, p-Me, o-Me, p-F, o-F, p-Cl, p-Br, p-NO2m, m-NO2, p-Et; R
