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Sakurai Reaction
The Sakurai reaction (also known as the Hosomi–Sakurai reaction) is the chemical reaction of carbon electrophiles (such as a ketone shown here) with allyltrimethylsilane catalyzed by strong Lewis acids. Lewis acid activation is essential for complete reaction. Strong Lewis acids such as titanium tetrachloride, boron trifluoride, tin tetrachloride, and AlCl(Et)2 are all effective in promoting the Hosomi reaction. The reaction is a type of electrophilic allyl shift with formation of an intermediate beta-silyl carbocation. Driving force is the stabilization of said carbocation by the beta-silicon effect. The Hosomi-Sakurai reaction can be performed on a number of functional groups. An electrophilic carbon, activated by a Lewis acid, is required. Below is a list of different functional groups that can be used in the Hosomi–Sakurai reaction. The reaction achieves results similar to the addition of an allyl Grignard reagent A Grignard reagent or Grignard compound is a chemical c ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hideki Sakurai
is a Japanese chemist A chemist (from Greek ''chēm(ía)'' alchemy; replacing ''chymist'' from Medieval Latin ''alchemist'') is a scientist trained in the study of chemistry. Chemists study the composition of matter and its properties. Chemists carefully describe th .... He discovered the Sakurai reaction in 1976. References * 1931 births Living people Japanese chemists Academic staff of Tohoku University {{chemist-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tin Tetrachloride
Tin(IV) chloride, also known as tin tetrachloride or stannic chloride, is an inorganic compound with the formula Sn Cl4. It is a colorless hygroscopic liquid, which fumes on contact with air. It is used as a precursor to other tin compounds. It was first discovered by Andreas Libavius (1550–1616) and was known as ''spiritus fumans libavii''. Preparation It is prepared from reaction of chlorine gas with tin at . : Sn + 2 Cl2 → SnCl4 Structure Anhydrous tin(IV) chloride solidifies at −33 °C to give monoclinic crystals with the P21/c space group. It is isostructural with SnBr4. The molecules adopt near-perfect tetrahedral symmetry with average Sn–Cl distances of 227.9(3) pm. Reactions Tin(IV) chloride is well known as a Lewis acid. Thus it forms hydrates. The pentahydrate SnCl4·5H2O was formerly known as butter of tin. They all consist of nCl4(H2O)2molecules together with varying amounts of water of crystallization. The additional water molecules link together ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Addition Reactions
Addition (usually signified by the plus symbol ) is one of the four basic operations of arithmetic, the other three being subtraction, multiplication and division. The addition of two whole numbers results in the total amount or '' sum'' of those values combined. The example in the adjacent image shows a combination of three apples and two apples, making a total of five apples. This observation is equivalent to the mathematical expression (that is, "3 ''plus'' 2 is equal to 5"). Besides counting items, addition can also be defined and executed without referring to concrete objects, using abstractions called numbers instead, such as integers, real numbers and complex numbers. Addition belongs to arithmetic, a branch of mathematics. In algebra, another area of mathematics, addition can also be performed on abstract objects such as vectors, matrices, subspaces and subgroups. Addition has several important properties. It is commutative, meaning that the order of the operands d ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alpha-beta Unsaturated Carbonyl Compounds
Alphabeta is an Israeli musical group. Alphabeta or Alpha Beta may also refer to: *The Greek alphabet, from ''Alpha'' (Αα) and ''Beta'' (Ββ), the first two letters *Alpha Beta, a former chain of Californian supermarkets *Alpha and beta anomers (chemistry) *Alpha–beta pruning, a type of search algorithm *Alpha-beta transformation, a mathematical transformation in electrical engineering *Alpha-beta unsaturated carbonyl compounds, a class of organic compounds *Alpha beta filter, a predictive filter *Alpha (finance) and Beta (finance), two measures characterizing the return of an investment portfolio *The Alpha Betas, a fraternity in the ''Revenge of the Nerds ''Revenge of the Nerds'' is a 1984 American comedy film directed by Jeff Kanew and starring Robert Carradine, Anthony Edwards, Ted McGinley, and Bernie Casey. The film's plot chronicles a group of nerds at the fictional Adams College trying ...'' film series *''Alpha Betas,'' an animated webseries created by Chris B ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sohag Chak 2
Sohag ( , ), also spelled as ''Sawhāj'', ''Suhag'' and ''Suhaj'', is a city on the west bank of the Nile in Egypt. It has been the capital of Sohag Governorate since 1960, before which the capital was Girga and the name of the governorate was Girga Governorate. It also included Esna Governorate (nowadays Qena Governorate). History The modern city developed from the village of ''Suhay'' () (or ''Sumay''), the name of which eventually transformed into Suhaj, and is located on the site of several ancient settlements, the largest of which is ''Bompae'' (; or ). The others include ''Tmupaie'' (, ), ''Bay'' (, possibly an Arabisation of the aforementioned "Paha") and ''Sawaqi'' (). Geography Sohag lies on a fertile agricultural plain on the western bank of the Nile, approximately southwest of Akhmim. The city includes two islands; Karaman-ez-Zahur Island is larger and uninhabited, and ez-Zahur Island (جزيرة الزهور, Ǧazīrat az-Zuhur, "Flower Island") has some ho ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Grignard Reagent
A Grignard reagent or Grignard compound is a chemical compound with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromide . They are a subclass of the organomagnesium compounds. Grignard compounds are popular reagents in organic synthesis for creating new carbon-carbon bonds. For example, when reacted with another halogenated compound in the presence of a suitable catalyst, they typically yield and the magnesium halide as a byproduct; and the latter is insoluble in the solvents normally used. In this aspect, they are similar to organolithium reagents. Pure Grignard reagents are extremely reactive solids. They are normally handled as solutions in solvents such as diethyl ether or tetrahydrofuran; which are relatively stable as long as water is excluded. In such a medium, a Grignard reagent is invariably present as a complex with the magnesium atom conn ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Beta-silicon Effect
The beta-silicon effect also called silicon hyperconjugation in organosilicon chemistry is a special type of hyperconjugation that describes the stabilizing influence of a silicon atom on the development of positive charge at a carbon atom one position removed (β) from the silicon atom. The C-Si σ orbital is said to partially overlap with the σ* anti-bonding orbital of the C-leaving group, lowering the energy of the transition state leading to the formation of a carbocation. A prerequisite for the hyperconjugation to occur is an antiperiplanar relationship between the Si group and the leaving group.''Silicon in Organic Synthesis'' Colvin, E. Butterworth: London 1981 This allows for the maximum overlap between the C-Si σ orbital and the σ* anti-bonding orbital of the leaving group. Silicon hyperconjugation explains specific observations regarding chemical kinetics and stereochemistry of organic reactions with reactants containing silicon. The picture below shows the partial ov ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Electrophilic Allyl Shift
An allylic rearrangement or allylic shift is an organic reaction in which the double bond in an allyl chemical compound shifts to the next carbon atom. It is encountered in nucleophilic substitution. In reaction conditions that favor a SN1 reaction mechanism, the intermediate is a carbocation for which several resonance structures are possible. This explains the product distribution (or product spread) after recombination with nucleophile Y. This type of process is called an SN1' substitution. Alternatively, it is possible for nucleophile to attack directly at the allylic position, displacing the leaving group in a single step, in a process referred to as SN2' substitution. This is likely in cases when the allyl compound is unhindered, and a strong nucleophile is used. The products will be similar to those seen with SN1' substitution. Thus reaction of 1-chloro-2-butene with sodium hydroxide gives a mixture of 2-buten-1-ol and 3-buten-2-ol: : Nevertheless, the product in wh ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Boron Trifluoride
Boron trifluoride is the inorganic compound with the formula BF3. This pungent, colourless, and toxic gas forms white fumes in moist air. It is a useful Lewis acid and a versatile building block for other boron compounds. Structure and bonding The geometry of a molecule of BF3 is trigonal planar. Its D3h symmetry conforms with the prediction of VSEPR theory. The molecule has no dipole moment by virtue of its high symmetry. The molecule is isoelectronic with the carbonate anion, . BF3 is commonly referred to as " electron deficient," a description that is reinforced by its exothermic reactivity toward Lewis bases. In the boron trihalides, BX3, the length of the B–X bonds (1.30 Å) is shorter than would be expected for single bonds, and this shortness may indicate stronger B–X π-bonding in the fluoride. A facile explanation invokes the symmetry-allowed overlap of a p orbital on the boron atom with the in-phase combination of the three similarly oriented p orbitals ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Akira Hosomi
Akira Hosomi (19439 September 2018) was a Japanese chemist. He was professor emeritus at Tsukuba University, a fellow of the Chemical Society of Japan, a visiting professor at Chuo University, and an academic advisor at Kyushu University. Biography Hosomi was born in Osaka, Japan, in 1943 and educated at Kyoto University. He obtained B. Eng., M. Eng. and Dr. Eng. degrees from Kyoto University under the supervisor of Makoto Kumada in 1965, 1967 and 1970, respectively. He was appointed as an assistant professor in 1970 and an associate professor in 1985 at Tohoku University. He worked with T. G. Traylor at the University of California, San Diego, during 1972-1974, as a visiting scientist. In 1985, he became a full professor of pharmaceutical sciences at Nagasaki University. In 1990, he moved to the department of chemistry (synthetic organic chemistry) of the University of Tsukuba. Afterwards he was the director of the Chemical Analytical Center in 1991-1994, Dean of Graduate School ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Titanium Tetrachloride
Titanium tetrachloride is the inorganic compound with the formula . It is an important intermediate in the production of titanium metal and the pigment titanium dioxide. is a volatile liquid. Upon contact with humid air, it forms thick clouds of titanium dioxide () and hydrochloric acid, a reaction that was formerly exploited for use in smoke machines. It is sometimes referred to as "tickle" or "tickle 4" due to the phonetic resemblance of its molecular formula () to the word. Properties and structure is a dense, colourless distillable liquid, although crude samples may be yellow or even red-brown. It is one of the rare transition metal halides that is a liquid at room temperature, being another example. This property reflects the fact that molecules of weakly self-associate. Most metal chlorides are polymers, wherein the chloride atoms bridge between the metals. Its melting and boiling points are similar to those of . has a "closed" electronic shell, with the same numbe ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
