AI & ChatGPT searches , social queries for HYDRIDE ELIMINATION
Search references for HYDRIDE ELIMINATION. Phrases containing HYDRIDE ELIMINATION
See searches and references containing HYDRIDE ELIMINATION!
Search references for HYDRIDE ELIMINATION. Phrases containing HYDRIDE ELIMINATION
See searches and references containing HYDRIDE ELIMINATION!HYDRIDE ELIMINATION
Chemical reaction
β-Hydride elimination is a reaction in which a metal-alkyl centre is converted into the corresponding metal-hydride-alkene. β-Hydride elimination can
Β-Hydride_elimination
transition-metal-catalyzed organic reactions. Like β-hydride elimination, β-carbon elimination requires the metal to have an open coordination site cis
Β-Carbon_elimination
Coordination complex
is coordinatively unsaturated, then the complex can undergo beta-hydride elimination to form a metal-alkene complex: These conversions are assumed to
Transition metal alkyl complexes
Transition_metal_alkyl_complexes
Chemical compound
prepared by heating triisobutylaluminium (itself a dimer) to induce β-hydride elimination: (i-Bu3Al)2 → (i-Bu2AlH)2 + 2 (CH3)2C=CH2 Although DIBAL can be purchased
Diisobutylaluminium_hydride
Chemical compounds
typically useful reagents. Beta-hydride elimination and alpha-hydride elimination are processes that afford hydrides. The former a common termination pathway
Transition_metal_hydride
Chemical reaction
by reductive elimination to form the C-O double bond. This step is generally thought to proceed through a so-called β-hydride elimination: The cyclic four-membered
Wacker_process
Method for producing 2-aminopyridine derivatives
determining step. Hydride ion elimination In addition to the mechanism shown above, other pathways have been proposed for the elimination step. The mechanism
Chichibabin_reaction
Chemical compound
G by increasing the rate of the reductive elimination of B, relative to the rate of β-hydride elimination. Negishi coupling XPhos SPhos Dialkylbiaryl
CPhos
Chemical reaction for synthesizing C–N bonds
reductive elimination. An unproductive side reaction can compete with reductive elimination wherein the amide undergoes beta-hydride elimination to yield
Buchwald–Hartwig_amination
Chemical reaction in which two ligands of a metal complex combine
metal-hydrogen bond is β-hydride elimination. The Principle of Microscopic Reversibility requires that the mechanism of β-hydride elimination follow the same pathway
Migratory_insertion
Study of organic compounds containing metal(s)
substitution oxidative addition and reductive elimination transmetalation migratory insertion β-hydride elimination electron transfer carbon-hydrogen bond activation
Organometallic_chemistry
Type of chemistry reaction
α-hydrogen elimination, followed by alkylation of the remaining chloride to give a derivative with a Ta=C bond. Alpha elimination contrasts with β-hydride elimination
Alpha_elimination
Type of reaction in organometallic chemistry
regeneration, as the products in these reactions are formed via β–hydride elimination. Crabtree, Robert H. (2014). The Organometallic Chemistry of the
Reductive_elimination
Chemical reaction to produce organic compounds
complex is intercepted either intra- or intermolecularly before β-hydride elimination, have also been developed. (1) As shown in Eq. 2, the neutral pathway
Intramolecular_Heck_reaction
Chemical compound
PdCH2CH2OAc-containing intermediates. Beta-hydride elimination would generate vinyl acetate and a palladium hydride, which would be oxidized to give hydroxide
Vinyl_acetate
Cross coupling reaction in organic chemistry
Grignard reagent first, prior to the reductive elimination of the halide, reducing the risk of β-hydride elimination. However, the presence of a Ni(IV) intermediate
Kumada_coupling
less electronegative than hydrogen, the reverse reaction is beta-hydride elimination. The reaction is structurally related to carbometalation. When the
Hydrometalation
Coupling reaction
into the Pd-C bond in a syn addition step. Step C involves a beta-hydride elimination (here the arrows are showing the opposite) with the formation of
Heck_reaction
Reaction in polymer chemistry
cation is stabilized by an agostic interaction. β-Hydride elimination then occurs to give a hydride-alkene complex. Subsequent reinsertion of the M-H
Chain_walking
Chemical process for converting alkenes to aldehydes
into the C-M bond is likely to be greater than the rate of beta-hydride elimination. Hydroformylation of prochiral alkenes creates new stereocenters
Hydroformylation
Addition of Si-H bonds across unsaturated bonds
hydrosilylation results in vinyl or allylic silanes resulting from beta-hydride elimination. Hydrosilylation of alkenes usually proceeds via anti-Markovnikov
Hydrosilylation
Study of compounds with carbon to zinc bonds
result of beta-hydride elimination: 2 NaZnEt3 → Na2Zn2H2Et4 + 2 C2H4 The product is an edge-shared bitetrahedral structure, with bridging hydride ligands. Although
Organozinc_chemistry
Chemical compound
alkyllithium reagents with "β-hydrogens", undergoes β-hydride elimination to produce 1-butene and lithium hydride (LiH): C4H9Li → LiH + CH3CH2CH=CH2 Alkyl-lithium
N-Butyllithium
Chemistry of iron compounds containing a carbon-to-iron chemical bond
alkyl ligand that resists beta-hydride elimination. Surprisingly, FeCy4, which is susceptible to beta-hydride elimination, has also been isolated and crystallographically
Organoiron_chemistry
Chemical reaction
addition, transmetalation, and reductive elimination. Both systems also have to address issues of β-hydride elimination and difficult oxidative addition of
Negishi_coupling
Chemical reaction
structure of the norbornylpalladium intermediate does not allow for β-hydride elimination at either of the β-positions due to Bredt's Rule for the bridgehead
Catellani_reaction
Chemical compound
synthesized in this way. The rearrangement most likely proceeds via β-hydride elimination followed by reinsertion. Hart, D. W.; Schwartz, J. (1974). "Hydrozirconation
Schwartz's_reagent
Chemical compound
Al-alkyl bond competitively with beta-hydride elimination to give the alpha-olefin, regenerating an aluminium hydride. Other processes have been developed
1-Dodecene
Catalyst for synthesis of polymers of 1-alkenes
CH2=CR–polymer Another type of chain termination reaction called a β-hydride elimination reaction also occurs periodically: Cp2+Zr−(CH2−CHR)n−CH3 → Cp2+Zr−H
Ziegler–Natta_catalyst
Chemical compound
reduction to Pd(0) in the presence of reagents which can undergo beta-hydride elimination such as primary and secondary alcohols as well as amines. When warmed
Palladium(II)_acetate
Chemical compound
of the molecule would allow a backside attack of the α carbon. β-Hydride elimination also does not occur with neophyl derivatives as this group lacks
Neophyl_chloride
metathesis Aminolysis Amination Arylation Barbier reaction Beta-hydride elimination Birch reduction Bönnemann cyclization Bromination Buchwald–Hartwig
List_of_inorganic_reactions
Chemical reaction between molecular hydrogen and another compound or element
often accompanies hydrogenation. This side reaction proceeds by beta-hydride elimination of the alkyl intermediate: LnM(H)(CH2−CH2R) → LnMH2(CH2=CHR) LnMH2(CH2=CHR)
Hydrogenation
Group 14 chemical compounds
Germanium(II) hydrides, also called germylene hydrides, are a class of Group 14 compounds consisting of low-valent germanium and a terminal hydride. They are
Germanium(II)_hydrides
Japanese chemist (1927–2022)
reaction mixture with the bidentate ligand dppe could favor beta-hydride elimination of the palladium enolate, yielding enones. This transformation was
Jirō_Tsuji
Pd(II)-CO2Me bond of a metallacarboxylic ester followed by beta-hydride elimination (Me = CH3). Arylboronic acids react with Pd(II) compounds to give
Oxidative_carbonylation
Chemical compound
β-hydride elimination. The α-position of the metal (corresponding to the 1-position of the norbornyl ligand) has no more hydrogen atoms, while hydride elimination
Tetrakis(1-norbornyl)cobalt(IV)
Tetrakis(1-norbornyl)cobalt(IV)
Class of chemical compounds
is predominately considered to be derived from the unfavorable β-hydride elimination. Computational calculations have determined that London dispersion
Metal_tetranorbornyl
Chemical reaction in organic chemistry
oxoallyl-palladium complex. β-hydride elimination yields the palladium hydride enone complex which upon reductive elimination yields the product along with
Saegusa–Ito_oxidation
Chain-growth polymerization without the ability to terminate
chains are shortened due to several chain transfer pathways (Beta-Hydride elimination and transfer to the co-initiator) and as a result are not considered
Living_polymerization
Chemical reaction used in organic synthesis
Pd-Ar species can insert across a vinyl tin double bond. After β-hydride elimination, migratory insertion, and protodestannylation, a 1,2-disubstituted
Stille_reaction
Class of organometallic compounds
alkene. The formed metallacyclobutene then undergoes β-hydride elimination and reductive elimination to give the final product. Vinylidene group Transition
Transition metal vinylidene complex
Transition_metal_vinylidene_complex
Chemical compound
undergoes beta-hydride elimination to give one η2-butene ligand, with the other butyl ligand promptly lost as butane via reductive elimination. Zirconocene
Zirconocene_dichloride
Area of study in chemistry
CH2=CHR → 3 [Al2(CH2CHR)3 Diisobutylaluminium hydride, which is dimeric, is prepared by hydride elimination from triisobutylaluminium: 2 i-Bu3Al → (i-Bu2AlH)2
Organoaluminium_chemistry
Chemical reaction in which two molecules are joined due to a metal catalyst
bonds. The restrictions on carbon atom geometry mainly inhibit β-hydride elimination when complexed to the catalyst. Many cross-couplings entail forming
Cross-coupling_reaction
β-Hydride elimination of alkoxide I generates the aldehyde, which dissociates to form the iridium hydride III. Deprotonation of the iridium hydride III
Krische_allylation
Common pathways of decomposition include proto-demetalation and β-hydride elimination. Multiple reviews on the topic of homoenolates and their reactivity
Homoenolates
Organic reaction involving the breakup and reassembly of alkene double bonds
also explained how the carbene forms in the first place: by alpha-hydride elimination from a carbon metal single bond. For example, propylene (C3) forms
Olefin_metathesis
Organic reaction which inserts an alkene into a C-H bond of ethylene
complex, forming a C-C bond. The resulting metal alkyl undergoes beta-hydride elimination, liberating the vinylated product. Hydroarylation is again a special
Hydrovinylation
complexes require the absence of any β-hydrogen to prevent rapid β-hydride elimination. The simplest compounds are salts of [Nb(CH3)6]−, which is prepared
Organoniobium_chemistry
Synthesis of alkenes by base-catalysed decomposition of tosylhydrazones
the aryl group gives an alkyl Pd complex, which undergoes syn beta-hydride elimination to generate the trans aryl olefin and regenerate the Pd0 catalyst
Bamford–Stevens_reaction
Chemical compound
loss of another hydrogen molecule from the products can lead to β-hydride elimination, which forms complexes of the TaCp2(H)L, with L being an unsaturated
Tantalocene_trihydride
American chemist
doctoral research considered olefin insertion and β-Elimination reactions of permethylniobocene olefin hydride. She worked alongside John E. Bercaw, and Paul
Barbara_Burger
Organic chemical transformations
mildly basic conditions, and substrates must be chosen to avoid β-hydride elimination. The primary limitation of radical cyclizations with respect to these
Radical_cyclization
Chemical reaction in which one entity is inserted between bonded parts of another
involve insertion of one ligand (L) into a metal-hydride or metal-alkyl/aryl bond. Generally it is the hydride, alkyl, or aryl group that migrates onto L,
Insertion_reaction
Sulfonyl group organic reaction
to the substrate followed by elimination of a sulfinyl radical, which abstracts a hydrogen from a molecule of tin hydride to propagate the radical chain
Reductive_desulfonylation
Chemical compounds containing zinc
the reason was found: the zinc compound does not undergo the beta-hydride elimination reaction whereas the compound of the transition metal copper does
Zinc_compounds
Chemical compound
species which can either undergo β-hydride elimination (favoured for 3° species) or dehydration via β-alkoxy elimination; in both cases an olefin product
Bis(cyclopentadienyl)titanium(III) chloride
Bis(cyclopentadienyl)titanium(III)_chloride
Chemical compound
enjoying stability due to their steric bulk and resistance to beta-hydride elimination. In these regards, (trimethylsilyl)methyl is akin to neopentyl.
(Trimethylsilyl)methyllithium
Study of compounds containing gold–carbon bonds
oxidation states, and Au(I)-alkyls and -vinyls are not susceptible to β hydride elimination. The hydration of phenylacetylene to acetophenone using tetrachloroauric
Organogold_chemistry
temperatures. Simple dialkylmanganese compounds decompose by beta-hydride elimination to a mixture of alkanes and alkenes. Many organomanganese complexes
Organomanganese_chemistry
Organic reaction
recognized. For alkene-metal hydrides, isomerization can proceed via migratory insertion, followed by beta-hydride elimination. This process is the basis
Carbon–hydrogen bond activation
Carbon–hydrogen_bond_activation
Reduction method involving hydrazine
group elimination of certain α-substituted ketones are less likely to occur under Henbest's conditions. Treatment of tosylhydrazones with hydride-donor
Wolff–Kishner_reduction
Principle in chemical kinetics
Initial oxidative cycloruthenation and beta-hydride elimination produce a vinyl-ruthenium hydride. Hydride insertion allows for facile alkene isomerization
Curtin–Hammett_principle
Chemical compound
intermediate reaction product (5), which is not isolated, would undergo a β-Hydride elimination with concomitant loss of dimethylamine and formation of the corresponding
Indacrinone
Overview of and topical guide to organic chemistry
degradation Cannizzaro Reaction Beta elimination Chugaev elimination Cope elimination E1cB elimination reaction Hofmann elimination Solvolysis reaction Jacobsen-Katsuki
Outline_of_organic_chemistry
Redox-active coenzyme
2 represent hydride gain, in which the molecule gains what amounts to be one hydride ion. Mechanisms 3 and 4 radical formation and hydride loss. Radical
Flavin_adenine_dinucleotide
Chemical reaction
forming a C-C bond. The following β-hydride elimination yields the styrene type product and a palladium hydride species. Deprotonation of this palladium(II)
Fujiwara–Moritani_reaction
beta-hydride elimination of the nickelacyclopentane (Ph3P)Ni(CH2)4 whereas cyclodimerization to give cyclobutane proceeds by reductive elimination from
Metallacyclopentanes
Chemical compound
intermediate undergoes a 1,2-addition across the alkene double bond. β-Hydride elimination releases the product. The oxidative Heck was originally reported
White_catalyst
reduced. This is often achieved using reagents that can undergo beta-hydride elimination, such as triethylamine. Oxidative addition of the aryl halide forms
Hirao_coupling
Chemical reaction
A Grob fragmentation is an elimination reaction that breaks a neutral aliphatic chain into three fragments: a positive ion spanning atoms 1 and 2 (the
Grob_fragmentation
Chemical reaction
similar to Pauson-Khand reaction. This is presumably because of a β-hydride elimination and reinsertion process. If the alkene moiety is present in Fischer
Wulff–Dötz_reaction
Organic reduction of any carbonyl group by a reducing agent
borohydrides and aluminium hydrides. In terms of reaction mechanism, metal hydrides effect nucleophilic addition of hydride to the carbonyl carbon. The
Carbonyl_reduction
Chemical reaction
(by way of reductive elimination or transmetalation) new carbon-heteroatom bonds (Nitrogen, Boron, etc.). While copper (I) hydride was the earliest known
Hydrocupration
Canadian chemist
(2001-10-31). "Cationic Hafnium Alkyl Complexes that Are Stable toward β-Hydride Elimination below 10 °C and Active as Initiators for the Living Polymerization
Parisa_Mehrkhodavandi
Hydrocarbon compound (CH4) in natural gas
CH4 (one carbon atom bonded to four hydrogen atoms). It is a group-14 hydride, the simplest alkane, and the main constituent of natural gas. The abundance
Methane
Atom(s) that detach from the substrate during a chemical reaction
react by competitive addition-elimination, while sulfonium and ammonium salts generally form ylides or undergo E2 elimination. Phenoxides (−OAr) constitute
Leaving_group
Type of chemical reaction
t-butoxide, potassium hydroxide or sodium hydride deprotonates the product to an enolate, which eliminates via the E1cB mechanism, while dehydration in
Aldol_condensation
Chemical reaction
this reaction; for instance, lithium aluminium hydride. Related reactions are the Hofmann elimination and the von Braun reaction Emde, Hermann (1909)
Emde_degradation
Chemical compound
Tetrakis(trimethylphosphine)tungsten(II) trimethylphospinate hydride is the organotungsten compound with the formula W(PMe3)4(η2-CH2PMe2)H. In this complex
Tetrakis(trimethylphosphine)tungsten(II) trimethylphospinate hydride
Tetrakis(trimethylphosphine)tungsten(II)_trimethylphospinate_hydride
Sterically hindered organic base
harpoon base) Other strong non-nucleophilic bases are sodium hydride and potassium hydride. These compounds are dense, salt-like materials that are insoluble
Non-nucleophilic_base
Chemical reaction with carbon-metal bond
triisobutylaluminium. When using trialkylaluminium reagents that have beta-hydrides, eliminations and hydroaluminium reactions become competing processes. The general
Carbometalation
Chemical reaction
also promotes double bond isomerization. Additionally, elimination using sodium or potassium hydride may not be feasible due to incompatible functional groups
Peterson_olefination
Hydrocarbon compound (C6H6)
through exhalation. In a human study 16.4 to 41.6% of retained benzene was eliminated through the lungs within five to seven hours after a two- to three-hour
Benzene
Chemical element with atomic number 13 (Al)
aluminium hydride is lithium aluminium hydride (LiAlH4), which is used as a reducing agent in organic chemistry. It can be produced from lithium hydride and
Aluminium
Chemical compound (CH3SO2Cl)
protecting group, they can be converted back to amines using lithium aluminium hydride or a dissolving metal reduction. In the presence of copper(II) chloride
Methanesulfonyl_chloride
Chemical compound
identified. Sodium methylsulfinylmethylide is prepared by heating sodium hydride or sodium amide in DMSO CH3S(O)CH3 + NaH → CH3S(O)CH−2Na+ + H2 CH3S(O)CH3
Sodium methylsulfinylmethylide
Sodium_methylsulfinylmethylide
Chemical compound
which adds Cl2 to the double bond of ethylene instead, and subsequent elimination produces HCl instead, as well as chloroprene. Hydrogen chloride forms
Hydrogen_chloride
Any chemical compound having a borohydride anion
etc. Current methods involve reduction of trimethyl borate with sodium hydride. In the borohydride anion and most of its modifications, boron has a tetrahedral
Borohydride
Chemical reaction
organic reduction in which a thioester is reduced to an aldehyde by a silyl hydride in presence of a catalytic amount of palladium. This reaction was invented
Fukuyama_reduction
Chemical reaction
Aromatization can entail removal of hydride. Tropylium, C 7H+ 7 arises by the aromatization reaction of cycloheptatriene with hydride acceptors. C 7H 8 + Br 2 →
Aromatization
Chemical element with atomic number 51 (Sb)
+ 3 H+ → SbH3 Stibine can also be produced by treating Sb3+ salts with hydride reagents such as sodium borohydride. Stibine decomposes spontaneously at
Antimony
Chemistry of compounds with a carbon to cobalt bond
hydroformylation of alkenes. A key intermediate is cobalt tetracarbonyl hydride (HCo(CO)4). Processes involving cobalt are practiced commercially mainly
Organocobalt_chemistry
Type of reaction in organometallic chemistry
and five-coordinate complexes. Reductive elimination is the reverse of oxidative addition. Reductive elimination is favored when the newly formed X–Y bond
Oxidative_addition
Chemical compound
nitrogen and hydrogen with the formula NH3. A stable binary hydride and the simplest pnictogen hydride, ammonia is a colourless gas with a distinctive pungent
Ammonia
Simplest carboxylic acid (HCOOH)
dithionite. In synthetic organic chemistry, it is often used as a source of hydride ion, as in the Eschweiler–Clarke reaction: In the presence of various noble
Formic_acid
Organic molecule containing a neutral carbon with two unbound valence electrons
generation: α-elimination and small-molecule extrusion. In α elimination, two substituents eliminate from the same carbon atom. α-Elimination typically occurs
Carbene
Organic compound containing the functional group R–CH=O
addition takes place; in this case, the reaction is classed as an addition–elimination or addition–condensation reaction. There are many variations of nucleophilic
Aldehyde
Ability of some chain polymerization reactions to halt themselves
effectively ending the chain's growth. In β-elimination, the halide used for initiation abstracts a hydride from the β-carbon, resulting in the loss of
Chain_termination
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION
HYDRIDE ELIMINATION