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Lithium diphenylcuprate etherate dimer from crystal structureSkeletal formula of lithium diphenylcuprate etherate dimer
Organocopper chemistry is the study of the physical properties, reactions, and synthesis of organocopper compounds, which are organometallic compounds containing a carbon to copper chemical bond.[1][2][3] They are reagents in organic chemistry.
The first organocopper compound, the explosive copper(I) acetylide Cu2C2 (Cu−C≡C−Cu), was synthesized by Rudolf Christian Böttger in 1859 by passing acetylene gas through a solution of copper(I) chloride:[4]
C2H2 + 2 CuCl → Cu2C2 + 2 HCl
^Gary H. Posner (1980). An introduction to synthesis using organocopper reagents. New York: Wiley: Wiley. ISBN 0-471-69538-6.
^W.A. Herrmann, ed. (1999). Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 5, Copper, Silver, Gold, Zinc, Cadmium, and Mercury. Stuttgart: Thieme. ISBN 3-13-103061-5.
^Christoph Elschenbroich (2006). Organometallics (3 ed.). Weinheim: Wiley-VCH. ISBN 3-527-29390-6.
^R. C. Böttger (1859). "Ueber die Einwirkung des Leuchtgases auf verschiedene Salzsolutionen, insbesondere auf eine ammoniakalische Kupferchlorürlösung". Annalen der Chemie und Pharmacie. 109 (3): 351–362. doi:10.1002/jlac.18591090318.
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Organocopperchemistry is the study of the physical properties, reactions, and synthesis of organocopper compounds, which are organometallic compounds...
bond are known as organocopper compounds. They are very reactive towards oxygen to form copper(I) oxide and have many uses in chemistry. They are synthesized...
Organocopper Grignard reagent Cuprate (chemistry) National Pollutant Inventory - Copper and compounds fact sheet J. F. Normant (1972). "Organocopper(I)...
Organosilver chemistry is the study of organometallic compounds containing a carbon to silver chemical bond. The theme is less developed than organocopper chemistry...
of organocopper reagents involve species containing copper-carbon bonds acting as nucleophiles in the presence of organic electrophiles. Organocopper reagents...
addition of lithium anion. Compound 2 is then transformed using organocopperchemistry to yield Compound 3 with good stereoselectivity of about 98%. Typically...
results in defluorination to generate F− and difluorocarbene (CF2). Some organocopper and organocadmium compounds have been developed as trifluoromethylation...
coordination complexes, and anionic organocopper compounds, reflecting the diverse roles of copper in chemistry. The term is mainly used in three contexts:...
2R'COCl → 2R'COR + CdCl 2 Such reagents have largely been supplanted by organocopper compounds, which are much less toxic. Cadmium chloride is also used for...
"Transmetalation reactions producing organocopper compounds". In Rappoport, Z.; Marek, I. (eds.). The Chemistry of Organocopper Compounds. Vol. 1. John Wiley...
By the reaction of an acid chloride with organocadmium compounds or organocopper compounds. The Dakin–West reaction provides an efficient method for preparation...
the product and regenerate copper(I). However, evidence for such an organocopper intermediate is weak and mostly circumstantial, and the exact pathway...
organometallic compounds such as Grignard (organomagnesium), organolithium, organocopper, and organosodium reagents. These compounds typically can add to an electron-deficient...
enone. Common reactions include nucleophilic conjugate addition with organocopper reagents, Michael reactions and Robinson annulations. Several routes...
of MeLi with metal halides. Especially important are the formation of organocopper compounds (Gilman reagents), of which the most useful is lithium dimethylcuprate...
often used to prepare other organometallic compounds by transmetalation. Organocopper, organotin, organosilicon, organoboron, organophosphorus, organocerium...
is rarely observed. The reaction likely involves the formation of an organocopper compound (RCuX) which reacts with the other aryl reactant in a nucleophilic...
"Transmetalation reactions producing organocopper compounds". In Rappoport, Z.; Marek, I. (eds.). The Chemistry of Organocopper Compounds. Vol. 1. John Wiley...
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