17952-11-3Relevant articles and documents
Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst
Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui
supporting information, p. 18591 - 18598 (2021/06/28)
A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel-graphitic shell-based core–shell-structured catalyst, which is conveniently prepared by impregnation and subsequent calcination of nickel nitrate on carbon at 450 °C under argon. Applying this nanostructured catalyst, both terminal and internal alkenes, which are of industrial and commercial importance, were selectively hydrogenated and deuterated at ambient conditions (room temperature, using 1 bar hydrogen or 1 bar deuterium), giving access to the corresponding alkanes and deuterium-labeled alkanes in good to excellent yields. The synthetic utility and practicability of this Ni-based hydrogenation protocol is demonstrated by gram-scale reactions as well as efficient catalyst recycling experiments.
Reaction of orthoesters with alcohols in the presence of acidic catalysts: A study
Sampath Kumar,Joyasawal, Sipak,Reddy,Pawan Chakravarthy,Krishna,Yadav
, p. 1686 - 1692 (2007/10/03)
Allylic and benzylic alcohols are converted into corresponding unsymmetrical ethers when reacted with various orthoesters in the presence of montmorillonite KSF at ambient temperature. A detailed study has been undertaken to examine the mechanism and generality of these reactions with regard to various acidic catalysts, which reveal interesting competitive reactions mainly O-acetylation, together with trace amount of dimerized product. The type of the side product and their relative quantity depends upon the nature of the catalyst employed. Furthermore, the low yields of the Claisen rearrangement product obtained from allylic alcohols under heating is rationalized due to the formation of some of these products.
SYNTHESIS AND PROPERTIES OF TRIETHYLBENZYLAMMONIUM ALKOXIDES. REACTIVITY IN ELIMINATION AND NUCLEOPHILIC SUBSTITUTION REACTIONS
Shavanov, S. S.,Tolstikov, G. A.,Shutenkova, T. V.,Ryabova, N. A.,Filippova, S. A.
, p. 643 - 647 (2007/10/02)
Triethylbenzylammonium alkoxides exhibit high reactivity during the elimination of hydrogen chloride from polychloroalkanes and can also be used in the synthesis of ethers from halogenoalkanes.Quaternary ammonium salts do not form tetraalkylammonium or trialkylbenzylammonium alkoxides under the influence of a concentrated aqueous solution of sodium hydroxide in the presence of alcohols.
SYNTHETIC APPLICATION OF MICELLAR CATALYSIS. WILLIAMSON'S SYNTHESIS OF ETHERS
Jursic, Branko
, p. 6677 - 6680 (2007/10/02)
A simple, rapid and efficient procedure for the preparation of di-alkyl, simple phenyl-alkyl and hindered phenyl-alkyl ethers has been developed.Based on the principle of micellar catalysis the method involves alkylation of the alkoxide or the phenoxide ion with an alkyl chloride at 80 deg C in the presence of cationic micelles.For the preparation of phenyl-alkyl ethers normal micelles were used, while for the di-alkyl ethers reverse micelles were more effective.By increasing the ionic strength of the solution the rate of formation of phenyl-alkyl ethers could be increased.
Low-energy, Low-temperature Mass Spectra. Part 3. n-Pentyl n-Alkyl Ethers
Bowen, D. Richard,Maccoll, Allan
, p. 1101 - 1104 (2007/10/02)
The 12.1 eV electron-impact-induced mass spectra of five homologous pentyl alkyl ethers (n-C5H11OR; R=CH3, C2H5, n-C3H7, n-C4H9, and n-C5H11) are reported.The trends in these spectra are discussed in energetic terms and compared with the spectrum of the p
New Conversion of Esters to Ethers and Its Application to the Preparation of Furano-18-crown-6
Baxter, Steven L.,Bradshaw, Jerald S.
, p. 831 - 832 (2007/10/02)
Thionoesters which are readily prepared from esters can be desulfurized with Raney nickel to form the corresponding ethers.This new synthetic pathway to convert esters to ethers avoids many of the steric and functional limitations of known methods and appears to be a general method for this conversion.
FRAGMENTATION OF LINEAR ACETALS IN HOMOLYTIC LIQUID-PHASE TRANSFORMATIONS
Kalashnikov, S. M.,Imashev, U. B.,Zlotskii, S. S.,Rakhmankulov, D. L.
, p. 783 - 786 (2007/10/02)
The kinetics of the accumulation of the products formed by fragmentation of linear acetals in free-radical liquid-phase reactions initiated by thermal decomposition of tert-butyl peroxide were investigated.The products from the transformation of 1,1-dimethoxyethane are methyl acetate and methane, whereas ethanal, pentanal, and 1-ethoxypentane are formed in addition to amyl acetate and pentane in the case of 1,1-dipentyloxyethane, and ethanal, hexanal, and 1-ethoxyethane are formed in addition to hexyl acetate and hexane from 1,1-dihexyloxyethane.The initial formation rate of pentane and hexane was measured for the first time, and it was shown that the sum of the accumlation rate of the alkane and the initiation rate is close to the accumlation rate of the ester.A scheme which takes account of all the products is proposed for the fragmentation of linear acetals.The C1-H bond in the linear acetals is an order of magnitude more reactive than the other C-H bonds.The difference in the activation energies for the cleavage of the active C-H bonds was evaluated, and the lenght of the chains, the activation energies for decomposition of tert-butyl peroxide in the acetals, and the kinetic parameters of the homolytic liquid-phase reactions of the acetals were determined.
