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WGXloveHYY(СëÇò´ú·¢): ½ð±Ò+3, ¸Ðл²ÎÓë 2018-12-07 07:24:29
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WGXloveHYY(СëÇò´ú·¢): ½ð±Ò+3, ¸Ðл²ÎÓë 2018-12-07 07:24:29
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Óлúп»¯ºÏÎïÊÇÖ¸º¬ÓÐ̼£Ð¿»¯Ñ§¼üµÄÒ»ÀàÓлú»¯ºÏÎ https://zh.wikipedia.org/wiki/%E ... 6%E5%90%88%E7%89%A9 ̼пµç³Ø£º https://zh.wikipedia.org/wiki/%E ... C%E7%94%B5%E6%B1%A0 https://en.wikipedia.org/wiki/Zinc#Organic_chemistry£º Organozinc chemistry is the science of compounds that contain carbon-zinc bonds, describing the physical properties, synthesis, and chemical reactions.Many organozinc compounds are important.[140][141][142][143] Among important applications are The Frankland-Duppa Reaction in which an oxalate ester (ROCOCOOR) reacts with an alkyl halide R'X, zinc and hydrochloric acid to form the ¦Á-hydroxycarboxylic esters RR'COHCOOR[144] The Reformatskii reaction in which ¦Á-halo-esters and aldehydes are converted to ¦Â-hydroxy-esters The Simmons¨CSmith reaction in which the carbenoid (iodomethyl)zinc iodide reacts with alkene(or alkyne) and converts them to cyclopropane The Addition reaction of organozinc compounds to form carbonyl compounds The Barbier reaction (1899), which is the zinc equivalent of the magnesium Grignard reaction and is the better of the two. In presence of water, formation of the organomagnesium halide will fail, whereas the Barbier reaction can take place in water. On the downside, organozincs are much less nucleophilic than Grignards, and they are expensive and difficult to handle. Commercially available diorganozinc compounds are dimethylzinc, diethylzinc and diphenylzinc. In one study,[145][146] the active organozinc compound is obtained from much cheaper organobromine precursors The Negishi coupling is also an important reaction for the formation of new carbon-carbon bonds between unsaturated carbon atoms in alkenes, arenes and alkynes. The catalysts are nickel and palladium. A key step in the catalytic cycle is a transmetalation in which a zinc halide exchanges its organic substituent for another halogen with the palladium (nickel) metal center. The Fukuyama coupling is another coupling reaction, but it uses a thioester as reactant and produces a ketone. Zinc has found many applications as catalyst in organic synthesis including asymmetric synthesis, being cheap and easily available alternative to precious metal complexes. The results (yield and ee) obtained with chiral zinc catalysts are comparable to those achieved with palladium, ruthenium, iridium and others, and zinc becomes metal catalyst of choice. |
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