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Common Leaving Groups
Common Leaving Groups

... Very poor leaving groups ...
07. Aldehydes and ketones
07. Aldehydes and ketones

... As noted earlier, an aldehyde is partially converted to its enolate anion by bases such as hydroxide ion and alkoxide ions. This type of condensations is character for aldehydes which have hydrogen atoms at the α-carbon atom. ...
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IE in C-H activation - The School of Life Sciences at Sussex
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... Over the past 30 years or so, a number of examples of carbon-hydrogen bond activation by transition metals have appeared in the literature.1 This work took on greater significance in 1982, when Bergman reported a reaction in which a “simple” oxidative addition of cyclohexane to a photochemically gen ...
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the beginnings of synthetic organic chemistry: zinc alkyls and the

... between organozinc reagents and a variety of compounds. The co-author on many of these early works was another of the brilliant organic chemists to come from the Kazan’ school: Egor Egorevich Vagner (18491903), who later became Professor of Chemistry at the University of Warsaw. Better known in the ...
aa-2005-38-71-negishi - University of Windsor
aa-2005-38-71-negishi - University of Windsor

... alkylation had been achieved by using alkylmetals. The latter is still of much broader synthetic applicability. However, some recent developments suggest that this generalization may have to be significantly modified in the future, as discussed in Section 2.6. Another group of categorically difficul ...
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Full Text - Journal of the Indian Institute of Science

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Organic Chemistry II / CHEM 252 Chapter 16
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Exam 3, Fall 2013 - Mattson Creighton
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lecture 2 - alcohols-ethers
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... will be such that the sum of the electrons brought by the ligands plus the valence electrons of the metal equals 18. When the electron-count is less than 18, metal is said to be coordinatively unsaturated and can take on additional ligands. 18-Electron rule is to transition metals as the octet rule ...
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... The overall result of a conjugate addition is the addition of a proton and a nucleophile to the CC double bond. However, this reaction differs greatly from the additions discussed in Chapter 11, in which the electrophile adds first. Here, the nucleophile adds in the first step. This reaction does no ...
Organic Chemistry Fifth Edition
Organic Chemistry Fifth Edition

... will be such that the sum of the electrons brought by the ligands plus the valence electrons of the metal equals 18. When the electron-count is less than 18, metal is said to be coordinatively unsaturated and can take on additional ligands. 18-Electron rule is to transition metals as the octet rule ...
Palladium and Ruthenium Catalyzed Reactions By Bryan Jaksic
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... activity of commonly used precatalysts with the newly synthesized precatalyst, Pd(η5-C5H5)(η3-1Ph-C3H4), for Sonogashira cross-coupling reactions. Sonogashira reactions are important as they provide a simple method for the formation of substituted alkynes, a commonly found functionality within impor ...
An Oxidation-Reduction Scheme: Borneol, Camphor, Isoborneol1
An Oxidation-Reduction Scheme: Borneol, Camphor, Isoborneol1

... sodium borohydride NaBH4, are widely used in reducing carbonyl groups. Lithium aluminum hydride, for example, reduces many compounds containing carbonyl groups, such as aldehydes, ketones, carboxylic acids, esters, or amides, whereas sodium borohydride reduces only aldehydes and ketones. The reduced ...
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Stille reaction



The Stille reaction, or the Migita-Kosugi-Stille coupling, is a chemical reaction widely used in organic synthesis which involves the coupling of an organotin compound (also known as organostannanes) with a variety of organic electrophiles via palladium-catalyzed coupling reaction.The R1 group attached to the trialkyltin is normally sp2-hybridized, including alkenes, and aryl groups; however, conditions have been devised to incorporate both sp3-hybridized groups, such as allylic and benzylic substituents, and sp-hybridized alkynes. These organostannanes are also stable to both air and moisture, and many of these reagents are either commercially available or can be synthesized from literature precedent. However, these tin reagents tend to be highly toxic. X is typically a halide, such as Cl, Br, I, yet pseudohalides such as triflates and sulfonates and phosphates can also be used.The groundwork for the Stille reaction was laid by Colin Eaborn, Toshihiko Migita, and Masanori Kosugi in 1976 and 1977, who explored numerous palladium catalyzed couplings involving organotin reagents. John Stille and David Milstein developed a much milder and more broadly applicable procedure in 1978. Stille’s work on this area might have earned him a share of the 2010 Nobel Prize, which was awarded to Richard Heck, Ei-ichi Negishi, and Akira Suzuki for their work on the Heck, Negishi, and Suzuki coupling reactions. However, Stille died in the plane crash of United Airlines Flight 232 in 1989.Several reviews have been published on the Stille reaction.
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