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Reaction organometallic compound

Oxidative addition to transition metal atoms is important in preparing novel organometallic compounds. Reactions of organic halides with the atoms are covered in 5.8.2.9.3. Other reactants are discussed here. [Pg.543]

Organosilane Organometallic compound Reaction conditions Tetraorgano- silane Yield % b.p. (m.p.) °C Ref. [Pg.21]

Reactions.—The chemical behaviour of thioketones has mainly been investigated in four directions reaction with organometallic compounds, reaction with nucleophiles, thermal cycloadditions, and photochemical reactions. [Pg.131]

In teclmology, an economic separation of tlie products of a reaction from tlie solution containing tlie catalyst is necessary. Distillation is a commonly used metliod and, for it to work successfully, tlie products and catalyst must be stable at tlie temperatures of tlie distillation, which are often relatively high some organometallic compounds, for example, may not meet tliis criterion. [Pg.2701]

The introduction of additional alkyl groups mostly involves the formation of a bond between a carbanion and a carbon attached to a suitable leaving group. S,.,2-reactions prevail, although radical mechanisms are also possible, especially if organometallic compounds are involved. Since many carbanions and radicals are easily oxidized by oxygen, working under inert gas is advised, until it has been shown for each specific reaction that air has no harmful effect on yields. [Pg.19]

The most general synthetic route to ketones uses the reaction of carboxylic acids (or their derivatives) or nitriles with organometallic compounds (M.J. Jorgenson, 1970). Lithium car-boxylates react with organolithium compounds to give stable gem-diolates, which are decom-... [Pg.45]

Hard carbon nucleophiles of organometallic compounds react with 7r-allyl-palladium complexes. A steroidal side-chain is introduced regio- and stereo-selectively by the reaction of the steroidal 7T-allylpalladium complex 319 with the alkenylzirconium compound 320[283]. [Pg.64]

The transmetallation of various organometallic compounds (Hg, Tl, Sn, B, Si, etc.) with Pd(II) generates the reactive cr-aryl, alkenyl, and alkyl Pd compounds. These carbopalladation products can be used without isolation for further reactions. Pd(II) and Hg(II) salts have similar reactivity toward alkenes and aromatic compounds, but Hg(II) salts form stable mercuration products with alkenes and aromatic rings. The mercuration products are isolated and handled easily. On the other hand, the corresponding palladation products are too reactive to be isolated. The stable mercuration products can be used for various reactions based on facile transmetallation with Pd(II) salts to generate the very reactive palladation products 399 and 400 in rim[364,365]. [Pg.79]

In Grignard reactions, Mg(0) metal reacts with organic halides of. sp carbons (alkyl halides) more easily than halides of sp carbons (aryl and alkenyl halides). On the other hand. Pd(0) complexes react more easily with halides of carbons. In other words, alkenyl and aryl halides undergo facile oxidative additions to Pd(0) to form complexes 1 which have a Pd—C tr-bond as an initial step. Then mainly two transformations of these intermediate complexes are possible insertion and transmetallation. Unsaturated compounds such as alkenes. conjugated dienes, alkynes, and CO insert into the Pd—C bond. The final step of the reactions is reductive elimination or elimination of /J-hydro-gen. At the same time, the Pd(0) catalytic species is regenerated to start a new catalytic cycle. The transmetallation takes place with organometallic compounds of Li, Mg, Zn, B, Al, Sn, Si, Hg, etc., and the reaction terminates by reductive elimination. [Pg.125]

In addition, a catalytic version of Tt-allylpalladium chemistry has been devel-oped[6,7]. Formation of the Tr-allylpalladium complexes by the oxidative addition of various allylic compounds to Pd(0) and subsequent reaction of the complex with soft carbon nucleophiles are the basis of catalytic allylation. After the reaction, Pd(0) is reformed, and undergoes oxidative addition to the allylic compounds again, making the reaction catalytic.-In addition to the soft carbon nucleophiles, hard carbon nucleophiles of organometallic compounds of main group metals are allylated with 7r-allylpalladium complexes. The reaction proceeds via transmetallation. These catalytic reactions are treated in this chapter. [Pg.290]

The stereochemistry of the Pd-catalyzed allylation of nucleophiles has been studied extensively[5,l8-20]. In the first step, 7r-allylpalladium complex formation by the attack of Pd(0) on an allylic part proceeds by inversion (anti attack). Then subsequent reaction of soft carbon nucleophiles, N- and 0-nucleophiles proceeds by inversion to give 1. Thus overall retention is observed. On the other hand, the reaction of hard carbon nucleophiles of organometallic compounds proceeds via transmetallation, which affords 2 by retention, and reductive elimination affords the final product 3. Thus the overall inversion is observed in this case[21,22]. [Pg.292]

The properties of organometallic compounds are much different from those of the other classes we have studied to this point Most important many organometallic com pounds are powerful sources of nucleophilic carbon something that makes them espe cially valuable to the synthetic organic chemist For example the preparation of alkynes by the reaction of sodium acetylide with alkyl halides (Section 9 6) depends on the presence of a negatively charged nucleophilic carbon m acetylide ion... [Pg.587]

Organohthium and organomagnesium compounds find their chief use m the prepa ration of alcohols by reaction with aldehydes and ketones Before discussing these reac tions let us first examine the reactions of these organometallic compounds with proton donors... [Pg.592]

Certain organometallic compounds resemble carbenes m their reactions and are referred to as carbenoids lodomethyizmc iodide (Section 14 12) IS an example... [Pg.615]

Dibal IS an informal name given to the organometallic compound [(CH3)2CHCH2l2AlH used as a reducing agent m certain reactions Can you figure out the systematic name from which dibal IS denved" ... [Pg.618]

The bimetallic mechanism is illustrated in Fig. 7.13b the bimetallic active center is the distinguishing feature of this mechanism. The precise distribution of halides and alkyls is not spelled out because of the exchanges described by reaction (7.Q). An alkyl bridge is assumed based on observations of other organometallic compounds. The pi coordination of the olefin with the titanium is followed by insertion of the monomer into the bridge to propagate the reaction. [Pg.493]

T. G. Brihnka and V. A. Shushunov, Reactions of Organometallic Compounds with Ouygen and Peroxide, CRC Press, Inc., Cleveland, Ohio, 1969, pp. 184-185. [Pg.360]

Organometallic Compounds. Mononuclear carbon monoxide complexes of palladium are relatively uncommon because of palladium s high labihty, tendency to be reduced, and competing migratory insertion reactions in the presence of a Pd—C bond (201). A variety of multinuclear compounds... [Pg.182]

Zirconium tetrachloride is instantly hydrolyzed in water to zirconium oxide dichloride octahydrate [13520-92-8]. Zirconium tetrachloride exchanges chlorine for 0x0 bonds in the reaction with hydroxylic ligands, forming alkoxides from alcohols (see Alkoxides, METAl). Zirconium tetrachloride combines with many Lewis bases such as dimethyl sulfoxide, phosphoms oxychloride and amines including ammonia, ethers, and ketones. The zirconium organometalLic compounds ate all derived from zirconium tetrachloride. [Pg.435]


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1-Naphthy limine reactions with organometallic compounds

1.3- Oxazines, 4,4,6-trimethyl-5,6-dihydromethiodide salt reactions with organometallic compounds

2- Hexenal reaction with organometallic compounds

2-Oxazolines, 4,4-dimethylmethiodide salt reactions with organometallic compounds

A -Piperidine reactions with organometallic compounds

A-Alkoxyaldimines reaction with allyl organometallic compounds

Acetals reactions with organometallic compounds

Acetophenone reaction with allylic organometallic compounds

Acids reaction with organometallic compounds

Addition Reactions of Organometallic Compounds

Aldehydes, a-alkoxy reactions with organometallic compounds

Aldehydes, p-alkoxy reaction with allyl organometallic compounds

Aldimines reactions with organometallic compounds

Aldoxime ethers reactions with organometallic compounds

Allenic organometallic compounds reactions with aldimines

Allenic organometallic compounds reactions with imines

Allyl organometallic compounds 3 + 2] cycloaddition reactions

Allyl organometallic compounds Knoevenagel reaction

Allyl organometallic compounds reactions with 8-phenylmenthylA-methoxyiminoacetate

Allyl organometallic compounds reactions with a-phenylaldimine

Allyl organometallic compounds reactions with aldimines

Allyl organometallic compounds reactions with chiral C=N electrophiles

Allyl organometallic compounds reactions with gem-amino ethers

Allyl organometallic compounds reactions with glyoxylate aldimines

Allyl organometallic compounds reactions with imines

Butyraldehyde, 3-methoxy a-alkoxyaldimines derived from reaction with allyl organometallic compounds

By Reaction with Other Organometallic Compounds

Carbonyl compounds acid derivatives reactions with organometallic reagents

Carbonyl compounds reactions with crotyl organometallics

Carbonyl compounds reactions with organometallic reagents

Carbonyl compounds reactions with organometallics

Characteristics of Cyclometalation Reactions for Organometallic Intramolecular-Coordination Five-Membered Ring Compounds

Crotyl organometallic compounds reactions with achiral ketones

Crotyl organometallic compounds reactions with aldehydes

Crotyl organometallic compounds reactions with aldimines

Crotyl organometallic compounds reactions with gem-amino ethers

Crotyl organometallic compounds reactions with imines

Crotyl organometallic compounds thioallyl anion reactions

Crown ethers reactions with organometallic compounds

Cumulative Subject reactions with organometallic compounds

Decomposition reactions of organometallic compounds

Diborane reaction with organometallic compounds

Electrophilic cyclopropanes reaction with organometallic compound

Electrophilic reactions organometallic compounds

Ethylamine, cyclohexylsynthesis reaction with allyl organometallic compounds

Ethylamine, phenylaldimines derived from reaction with allyl organometallic compounds

Exchange reactions organometallic compounds

Fast Exchange Reactions of Group I, II, and III Organometallic Compounds

Fluorine 18 atom reactions with organometallic compounds

Formaldehyde organometallic compound reaction

Formaldoxime ethers reactions with organometallic compounds

Gallium organometallic compounds reactions, 588-9

Gem-Amino ethers, N- reactions with allyl organometallic compounds

Glyoxylates reaction with allyl organometallic compounds

Heptan-2-one reaction with allylic organometallic compounds

Homogeneous reactions catalyzed by organometallic compounds

Hydrazones reactions with organometallic compounds

Hydroxylamine, V- reaction with allyl organometallic compounds

Hydroxylamines reactions with organometallic compounds

Imidazoles, l-benzyl-2-alkyl-4,5-dihydromethiodide salt reactions with organometallic compounds

Imines, N-trimethylsilylin situ synthesis reactions with organometallic compounds

Iminium salts reactions with organometallic compounds

Ketones reactions with organometallic compounds

Lewis acids reactions with organometallic compounds

Lithium organometallic compounds reactions

Nitroarenes reaction with organometallic compound

Nitrones reactions with organometallic compounds

Olefinic esters reaction with organometallic compounds

Opening reactions with organometallic compounds

Organometallic Compounds Substitution 1 Exchange Reactions

Organometallic Compounds in Homogeneous Catalytic Reactions

Organometallic compounds 3 + 2] cycloaddition reactions

Organometallic compounds acetylene, reactions with

Organometallic compounds addition reactions

Organometallic compounds allene, reactions with

Organometallic compounds by reactions

Organometallic compounds carbene, reactions with

Organometallic compounds carbenes, reactions with

Organometallic compounds carbyne, reactions with

Organometallic compounds cleavage reactions

Organometallic compounds cross-coupling reactions

Organometallic compounds dithioacetals, reactions with

Organometallic compounds halogen-metal exchange reactions

Organometallic compounds metalation reactions

Organometallic compounds nickel insertion reactions

Organometallic compounds reaction pathways

Organometallic compounds reaction with 1 -alkynyl halides

Organometallic compounds reaction with alkyl halides

Organometallic compounds reactions with aldehydes

Organometallic compounds reactions with aldimines, regiochemistry

Organometallic compounds reactions with amides

Organometallic compounds reactions with cyclic ketones

Organometallic compounds reactions with electrophiles

Organometallic compounds reactions with epoxides

Organometallic compounds reactions with nitriles

Organometallic compounds reactions with selenides

Organometallic compounds side reactions

Organometallic compounds simple addition reactions

Organometallic compounds substitution reactions

Organometallic compounds thiophene, reactions with

Organometallic compounds, a-silyladdition reactions

Organometallic compounds, addition displacement reactions

Organometallic compounds, homogeneous catalytic reactions

Organometallic compounds, reactions with alkenes

Organometallic compounds, reactions with carbonyls

Organometallic compounds, reactions with imines

Organometallic compounds, reactions with triflates

Organometallic-chelate compounds reactions

Oximes reactions with allyl organometallic compounds

Oximes reactions with organometallic compounds

Oxirane reactions with organometallic compounds

Oxygen reaction with organometallic compounds

Peroxides reaction with organometallic compounds

Preparation and Reactions of Organometallic Compounds

Primary alcohols organometallic compound reaction

Propargyl organometallic compounds diasteroselective reactions

Propargyl organometallic compounds reactions with gem-amino ethers

Propargyl organometallic compounds reactions with imines

Propionaldehyde, 2- methoxyaldimine derivatives reaction with allyl organometallic compounds

Reaction of Organometallic Reagents with Other Compounds

Reaction organometallic zirconium compound

Reaction with other Organometallic Compounds

Reactions Involving Organometallic Compounds

Reactions of organometallic compounds

Reactions of organometallic compounds with metal halides

Reactions with organometallic compounds

Reactions with organometallic compounds Lewis acid promotion

Reactions with organometallic compounds alcohol synthesis

Reactions with organometallic compounds chemoselectivity

Reactions with organometallic compounds stereoselectivity

Reactivity and Reaction Pathways of Organometallic Compounds

Reasons Why Organometallic Intramolecular-Coordination Five-Membered Ring Compounds Are Extremely Easily Synthesized Through Cyclometalation Reactions

Selenones, vinyl reactions with organometallic compounds

Selenoxides, vinyl reactions with organometallic compounds

Simple Addition Reactions of Organometallic Compounds

Stannanes reactions with organometallic compounds

Subject reactions with organometallic compounds

Sulfamides, diaryl reactions with organometallic compounds

Sulfonimines reactions with organometallic compounds

Through Reactions with Organometallic Compounds

Water reactions with organometallic compound

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