104-66-5Relevant articles and documents
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Lippmann
, (1869)
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Inter- and Intramolecular Aryl–Aryl Interactions in Partially Fluorinated Ethylenedioxy-bridged Bisarenes**
Weddeling, Jan-Henrik,Vishnevskiy, Yury V.,Neumann, Beate,Stammler, Hans-Georg,Mitzel, Norbert W.
, p. 16111 - 16121 (2020)
Several ethylenedioxy-bridged bisarenes with a variety of type and number of aryl groups were synthesized to study non-covalent dispersion-driven inter- and intramolecular aryl–aryl interactions in the solid state and gas phase. Intramolecular interactions are preferably found in the gas phase. DFT calculations with and without dispersion correction show larger interacting aromatic groups increase the stabilization energy of folded conformers and decrease the intermolecular centroid–centroid distance. Single-molecule structures generally adopt folded conformations with short intramolecular aryl–aryl contacts. Gas electron diffraction experiments were performed exemplarily for 1-(pentafluorophenoxy)-2-(phenoxy)ethane. A new procedure for structure refinement was developed to deal with the conformational complexity of such molecules. The results are an experimental confirmation of the existence of folded conformations of this molecule with short intramolecular aryl–aryl distances in the gas phase. Solid-state structures are dominated by stretched structures without intramolecular aryl–aryl interactions but interactions with neighboring molecules.
Magnesiation of electron-rich aryl bromides and their use in nickel-catalyzed cross-coupling reactions
Lau, Stephen Y. W.,Hughes, Greg,O'Shea, Paul D.,Davies, Ian W.
, p. 2239 - 2242 (2007)
Electron-rich aryl bromides are rapidly converted to the corresponding lithium triarylmagnesiates with (n-Bu)3MgLi, which undergo efficient nickel-catalyzed Kumada-Corriu cross-coupling reactions with a variety of aryl and alkenyl bromides, chlorides, tosylates, and triflates.
Diradicals Photogeneration from Chloroaryl-Substituted Carboxylic Acids
Di Terlizzi, Lorenzo,Protti, Stefano,Ravelli, Davide,Fagnoni, Maurizio
, (2022/04/09)
With the aim of generating new, thermally inaccessible diradicals, potentially able to induce a double-strand DNA cleavage, the photochemistry of a set of chloroaryl-substituted carboxylic acids in polar media was investigated. The photoheterolytic cleavage of the Ar?Cl bond occurred in each case to form the corresponding triplet phenyl cations. Under basic conditions, the photorelease of the chloride anion was accompanied by an intramolecular electron-transfer from the carboxylate group to the aromatic radical cationic site to give a diradical species. This latter intermediate could then undergo CO2 loss in a structure-dependent fashion, according to the stability of the resulting diradical, or abstract a hydrogen atom from the medium. In aqueous environment at physiological pH (pH=7.3), both a phenyl cation and a diradical chemistry was observed. The mechanistic scenario and the role of the various intermediates (aryl cations and diradicals) involved in the process was supported by computational analysis.
1. 2 - [...] ethane and the like industrial preparation method
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Paragraph 0018; 0019, (2018/04/01)
The invention relates to an industrial preparation method of 1,2-diphenoxyl ethane and its analog. The method comprises the following steps: continuously adding 1,2-dichloroethane to a hot reaction system comprising phenol (or methyl phenol), an acid binding agent and polyethylene glycol in a dropwise manner under normal pressure at a uniform speed to guarantee continuous escape of 1,2-dichloroethane steam from the reaction system (or continuously introducing the 1,2-dichloroethane steam into the reaction system), and stopping the addition of 1,2-dichloroethane when phenol (or methyl phenol) is completely reacted to terminate the above reaction; and post-processing to obtain a final product. The method has the advantages of thorough conversion of raw materials, and high yield.