53105-15-0Relevant academic research and scientific papers
Gallium Dichloride-Mediated Reductive Friedel-Crafts Reaction
Hashimoto, Yukihiko,Hirata, Kazujuki,Kagoshima, Hirotaka,Kihara, Nobuhiro,Hasegawa, Masaki,Saigo, Kazuhiko
, p. 5969 - 5978 (1993)
In the presence of gallium dichloride, the reaction of carbonyl compounds or their dimethylacetals with aromatic compounds afforded Friedel-Crafts alkylated adducts in good yields.It was suggested that the adducts were obtained by way of a reduction of the carbonyl compounds or their dimethylacetals, followed by the Friedel-Crafts reaction in one-pot.This is the first organic synthetic method with gallium dichloride, low valent gallium.
SN1 reactions in supercritical carbon dioxide in the presence of alcohols: The role of preferential solvation
Delgado-Abad, Thais,Martínez-Ferrer, Jaime,Acerete, Rafael,Asensio, Gregorio,Mello, Rossella,González-Nú?ez, María Elena
supporting information, p. 6554 - 6560 (2016/07/15)
Ethanol (3b) inhibits SN1 reactions of alkyl halides 1 in supercritical carbon dioxide (scCO2) and gives no ethers as products. The unexpected behaviour of alcohols 3 in the reaction of alkyl halides 1 with 1,3-dimethoxybenzene (2) in scCO2 under different conditions is rationalised in terms of Br?nsted and Lewis acid-base equilibria of reagents, intermediates, additives and products in a singular solvent characterised by: (i) the strong quadrupole and Lewis acid character of carbon dioxide, which hinders SN2 paths by strongly solvating basic solutes; (ii) the weak Lewis base character of carbon dioxide, which prevents it from behaving as a proton sink; (iii) the compressible nature of scCO2, which enhances the impact of preferential solvation on carbon dioxide availability for the solvent-demanding rate determining step.
