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Aqueous zinc electrochemical conditions carbonyl compounds catalyzed allylation

Author: RenHaiRui
Tutor: HuangJingMei
School: South China University of Technology
Course: Organic Chemistry
Keywords: Electrochemical The aqueous phase Allylation Zinc Catalytic amount
CLC: O621.25
Type: Master's thesis
Year: 2010
Downloads: 29
Quote: 0
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Abstract


By reaction of carbonyl allylation to achieve high allyl alcohol is an important and widely used method of use , usually in the organic phase method to introduce metal allyl allyl compounds . Due to organic solvents are flammable, toxic or even carcinogenic and other features, is now an environmentally friendly aqueous phase organic reactions more in-depth and extensive research . Past two decades, scientists in the aqueous phase Barbier-Grignard type reaction studies show that a variety of metals such as zinc , tin and indium can be well applied to the metal so Aqueous allylation . By eliminating the need to introduce organic electrochemical and chemical reductant chemical oxidant is part of green chemistry . Electrochemical synthesis method is an effective means of providing allyl compounds , particularly through sacrificial metal anode , such as magnesium , aluminum and zinc , can replace the conventional method of nucleophilic chemical intermediates . But whatever is in the traditional conditions or through the use of sacrificial anodes in electrochemical conditions , metal consumption in at least one equivalent or more , bringing a lot of waste of resources. In this paper, zinc, magnesium , tin, indium , gallium , iron and manganese and other metal allylation aqueous phase and electrochemical conditions carbonyl allylation were reviewed, and in the aqueous phase electrochemical allylation carbonylation reaction studied. In this thesis, the anode and cathode electrolyte , the electrolyte concentration, reaction current, cathode metal and other reaction conditions were studied in detail . Studies show that , in the aqueous phase , with zinc as the cathode , platinum as the anode , the anode can electrolyte is 0.275 MLiC104, cathodic pool of electrolyte NH4C1 (0.1M): THF = 1:1 , and a constant current (30mA), aldehyde and allyl bromide as a substrate , can get a good yield of carbonyl allylation , consumption reached a catalytic amount of zinc , of only 25%. We expand the number of functional groups containing various aldehydes, ketones , can obtain a better yield .

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Properties of organic compounds > Chemical properties of organic reactions
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