588-67-0Relevant articles and documents
Electrochemical Study of Phase-Transfer Catalysis Reactions: The Williamson Ether Synthesis
Tan, S. N.,Dryfe, R. A.,Girault, Hubert H.
, p. 231 - 242 (1994)
The transfer properties of the ionic species involved in the Williamson ether synthesis by phase-transfer catalysis were investigated using electrochemical techniques developed for the study of polarised liquid-liquid interfaces.This approach allows the measurement of the apparent partition coefficients of the transferring species.From these data, it is proposed that the role of the phase-transfer catalyst salt in the reaction mechanism is to establish a Galvani distribution potential difference between the two phases which in turn acts as the driving force for transferring the reactive aqueous ions to the organic phase.
A Catalyst System Based on Copper(II) Bromide Supported on Zeolite HY with a Hierarchical Pore Structure in Benzyl Butyl Ether Synthesis
Agliullin, M. R.,Bayguzina, A. R.,Gallyamova, L. I.,Khusnutdinov, R. I.
, p. 937 - 941 (2020/09/02)
Abstract: Novel catalyst systems based on CuBr2 supported on zeolite HY with a hierarchical pore structure have been proposed for benzyl butyl ether synthesis by the intermolecular dehydration of benzyl and butyl alcohols. It has been shown that catalyst systems with a CuBr2 content of ~10 wt percent provide a benzyl butyl ether yield of ~95percent at 150°C.
Catalytic reductive deoxygenation of esters to ethers driven by hydrosilane activation through non-covalent interactions with a fluorinated borate salt
Agbossou-Niedercorn, Francine,Dixit, Ruchi,Merle, Nicolas,Michon, Christophe,Rysak, Vincent,Trivelli, Xavier,Vanka, Kumar
, p. 4586 - 4592 (2020/08/14)
We report the catalytic and transition metal-free reductive deoxygenation of esters to ethers through the use of a hydrosilane and a fluorinated borate BArF salt as a catalyst. Experimental and theoretical studies support the role of noncovalent interactions between the fluorinated catalyst, the hydrosilane and the ester substrate in the reaction mechanism.
Method for hydrogenolysis of halides
-
, (2021/01/11)
The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.
Kinetics and Mechanism of the Synthesis of Benzylbutyl Ether in the Presence of Copper-Containing Catalysts
Koledina,Gubaidullin,Koledin,Baiguzina,Gallyamova,Khusnutdinov
, p. 2146 - 2151 (2019/11/11)
Abstract: The reaction of the synthesis of benzylbutyl ether via the intermolecular dehydration of benzyl and n-butyl alcohols under the action of copper-containing catalysts is studied by mathematical means. The mechanism of the reaction was proposed, and the values of kinetic parameters are determined. A comparative analysis of the activation energies of possible stages of chemical conversions is performed, and possible routes of the reactions and the catalytic cycles of reactions are determined. Variations in stage rates and the concentrations of all substances participating in the reaction are analyzed.
Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source
Xia, Aiyou,Xie, Xin,Hu, Xiaoping,Xu, Wei,Liu, Yuanhong
, p. 13841 - 13857 (2019/10/17)
The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.
Reductive C-O, C-N, and C-S Cleavage by a Zirconium Catalyzed Hydrometalation/β-Elimination Approach
Matt, Christof,K?lblin, Frederic,Streuff, Jan
supporting information, p. 6983 - 6988 (2019/09/09)
A zirconium catalyzed reductive cleavage of Csp3 and Csp2 carbon-heteroatom bonds is reported that makes use of a tethered alkene functionality as a traceless directing group. The reaction is successfully demonstrated on C-O, C-N, and C-S bonds and proposed to proceed via a hydrozirconation/β-heteroatom elimination sequence of an in situ formed zirconium hydride catalyst. The positional isomerization of the catalyst further enables the cleavage of homoallylic ethers and the removal of terminal allyl and propargyl groups.
The Guanidine-Promoted Direct Synthesis of Open-Chained Carbonates
Shang, Yuhan,Zheng, Mai,Zhang, Haibo,Zhou, Xiaohai
, p. 933 - 938 (2019/09/30)
In order to reduce CO2 accumulation in the atmosphere, chemical fixation methodologies were developed and proved to be promising. In general, CO2 was turned into cyclic carbonates by cycloaddition with epoxides. However, the cyclic carbonates need to be converted into open-chained carbonates by transesterification for industrial usage, which results in wasted energy and materials. Herein, we report a process catalyzed by tetramethylguanidine (TMG) to afford linear carbonates directly. This process is greener and shows potential for industrial applications.
Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling
Andersen, Claire,Ferey, Vincent,Daumas, Marc,Bernardelli, Patrick,Guérinot, Amandine,Cossy, Janine
, p. 2285 - 2289 (2019/03/29)
A cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, and alkenyl Grignard reagents is disclosed. The reaction allows the introduction of strained rings on a large panel of primary and secondary alkyl iodides. The catalytic system is simple and nonexpensive, and the reaction is general, chemoselective, and diastereoconvergent. The alkene resulting from the cross-coupling can be transformed to substituted cyclopropanes using a Simmons-Smith reaction. The formation of radical intermediates during the coupling is hypothesized.
Synthesis of Benzyl Alkyl Ethers by Intermolecular Dehydration of Benzyl Alcohol with Aliphatic Alcohols under the Effect of Copper Containing Catalysts
Bayguzina,Gimaletdinova,Khusnutdinov
, p. 1148 - 1155 (2018/10/24)
Synthesis of benzyl alkyl ethers was performed in high yields by intermolecular dehydration of benzyl and primary, secondary, tertiary alcohols under the effect of copper containing catalysts. The formation of benzyl alkyl ethers occurs with participation of benzyl cation.
