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Chemical reaction in which two ligands of a metal complex combine
insertion is a type of reaction wherein two ligands on a metal complex combine. It is a subset of reactions that very closely resembles the insertion
Migratory_insertion
Chemical reaction in which one entity is inserted between bonded parts of another
An insertion reaction is a chemical reaction where one chemical entity (a molecule or molecular fragment) interposes itself into an existing bond of typically
Insertion_reaction
Topics referred to by the same term
sequence Insertion, several meanings in medicine, see ICD-10 Procedure Coding System Insertion loss, in electronics Insertion reaction, a chemical reaction in
Insertion
Organic compound made by removing substituents from an aromatic ring
main classes: (1) nucleophilic additions, (2) pericyclic reactions, and (3) bond-insertion. Upon treatment with basic nucleophiles, aryl halides deprotonate
Aryne
Class of organotin(II) compounds
alkyl halides, enones, dienes) in an oxidative addition (or insertion) fashion. The reaction between stannylene and 9,10-phenanthrolinedione produces an
Stannylene
Reaction in organic chemistry
Carbene C−H insertion in organic chemistry concerns the insertion reaction of a carbene into a carbon–hydrogen bond. This organic reaction is of some importance
Carbene_C−H_insertion
Method for the manufacture of acetic acid
fac-isomer of [Ir(CO)2(CH3)I3]−. This oxidative addition reaction involves the formal insertion of the iridium(I) centre into the carbon-iodine bond of
Cativa_process
Chemical reaction
Nierenstein reaction is an organic reaction describing the conversion of an acid chloride into a haloketone with diazomethane. It is an insertion reaction in that
Nierenstein_reaction
Chemical reaction
Nitrene C–H insertion is a chemical reaction in which a nitrene, a monovalent nitrogen, inserts across a C–H bonds and yields an amine or amide C–N bond
Nitrene_C–H_insertion
Chemical compound
V-C σ bond in trimesitylvanadium is so reactive that it undergoes insertion reaction of several molecules. Rozzoli et al. investigated the reactivity of
Trimesitylvanadium
Chemical reactions involving organic compounds
reactions, polymerization reactions, insertion reactions, ring-opening reactions and ring-closing reactions. Organic reactions can also be classified by
Organic_reaction
Chemical phenomenon within ring systems
expansion and ring contraction reactions expand or contract rings, usually in organic chemistry. The term usually refers to reactions involve making and breaking
Ring expansion and contraction
Ring_expansion_and_contraction
Reaction in organic chemistry
intermediate that is commonly proposed for carbonyl addition reactions. Carbene Insertion reaction Nef, J. U. (1892). "Ueber das zweiwerthige Kohlenstoffatom"
Nef_isocyanide_reaction
other hydrofunctionalizations, the rate and regiochemistry of the insertion reaction is influenced by the catalyst. Catalysts take many forms, but most
Hydrophosphination
Chemical reaction
together, due to the absence of any nitrene insertion or addition byproducts observed or isolated in the reaction. Thermodynamic calculations also support
Curtius_rearrangement
Chemical compound
changes without uncontrolled decomposition, chalcogen insertion has become a convenient benchmark reaction for comparing how different diborynes respond to
Diboryne
Chemical reaction
addition to the potential for carbon-hydrogen bond insertion reactions, carbon-halogen carbene insertion is possible when dichloromethane is used as the
Buchner_ring_expansion
Laboratory technique to multiply a DNA sample for study
The polymerase chain reaction (PCR) is a laboratory method widely used to amplify copies of specific DNA sequences rapidly, to enable detailed study. PCR
Polymerase_chain_reaction
Heteroannulation reaction
The Larock indole synthesis is a heteroannulation reaction that uses palladium as a catalyst to synthesize indoles from an ortho-iodoaniline and a disubstituted
Larock_indole_synthesis
Chemical compound containing SO2 bound to a transition metal
compounds has provided insights into the mechanisms of migratory insertion reactions. Sulfur dioxide forms complexes with many transition metals. Most
Metal_sulfur_dioxide_complex
Catalyst for synthesis of polymers of 1-alkenes
numerous insertion reactions of C=C bonds of 1-alkene molecules into the Zr–C bond in the ion: Many thousands of alkene insertion reactions occur at each
Ziegler–Natta_catalyst
Chemical reaction
The Pauson–Khand (PK) reaction is a chemical reaction, described as a [2+2+1] cycloaddition. In it, an alkyne, an alkene, and carbon monoxide combine
Pauson–Khand_reaction
Conjugate base of an alcohol
are often nucleophilic. For example, molybdenum alkoxides undergo insertion reactions with unsaturated substrates such as carbon dioxide and isocyanates:
Transition metal alkoxide complex
Transition_metal_alkoxide_complex
Group of chemical elements
NaOH + 2 H2O → Na[Be(OH)3] + H2 Reactions with alkyl halides Magnesium reacts with alkyl halides via an insertion reaction to generate Grignard reagents
Alkaline_earth_metal
American chemist and professor
under the instruction of William von Eggers Doering was titled "The Insertion Reaction of Methylene, Some Chemistry of Fluornylidene, the Pyrolysis of Thujone
Maitland_Jones_Jr.
Protein family
radical SAM enzyme NifB has been recognized to catalyze a carbon insertion reaction, leading to formation of a Mo/homocitrate-free precursor of M-cluster
Radical_SAM_enzymes
Kind of transposon
Insertion element (also known as an IS, an insertion sequence element, or an IS element) is a short DNA sequence that acts as a simple transposable element
Insertion_sequence
Laboratory technique to multiply an RNA sample for study
Reverse transcription polymerase chain reaction (RT-PCR) is a laboratory technique combining reverse transcription of RNA into DNA (in this context called
Reverse transcription polymerase chain reaction
Reverse_transcription_polymerase_chain_reaction
Chemical compound
diazomethane insertion reaction dehydrohalogenation reaction with DMF Luche reduction to alcohol with sodium borohydride elimination reaction with Burgess
Azulene
Laboratory technique of molecular biology
chain reaction (real-time PCR, or qPCR when used quantitatively) is a laboratory technique of molecular biology based on the polymerase chain reaction (PCR)
Real-time polymerase chain reaction
Real-time_polymerase_chain_reaction
Chemical radical
undergo the insertion reaction, while the smaller 2,6-dimethylphenyl isonitrile was able to insert into the P-N bond. Isonitrile insertion was also explored
Diradicaloid
Nitrogen-based molecule
carbamate with potassium persulfate, gives an insertion reaction into the palladium to nitrogen bond of the reaction product of palladium(II) acetate with 2-phenylpyridine
Nitrene
Reaction in organic chemistry
Carter, David S.; Van Vranken, David L. (2001). "Palladium-catalyzed insertion reactions of trimethylsilyldiazomethane". Tetrahedron. 57 (24): 5219–5225.
Doyle–Kirmse_reaction
Long-acting form of birth control involving a device placed in the uterus
data. The IUD has a more invasive insertion procedure than other birth control methods. Pain management for the insertion is evolving and practitioners may
Intrauterine_device
Form of human sexual intercourse
Penile–vaginal intercourse, or just vaginal intercourse, is the insertion of an erect penis into a vagina. It is the primary form of copulation in mammals
Penile–vaginal_intercourse
Study of compounds with carbon to zinc bonds
Organozinc chemistry is the study of the physical properties, synthesis, and reactions of organozinc compounds, which are organometallic compounds that contain
Organozinc_chemistry
Chemical reaction
Guttenberger, Nikolaus; Breinbauer, Rolf (2017). "C-H and C-C bond insertion reactions of diazo compounds into aldehydes". Tetrahedron. 73 (49): 6815–6829
Roskamp_reaction
Dosage form used to deliver medications
A suppository is a dosage form used to deliver medications by insertion into a body orifice (any opening in the body), where it dissolves or melts to
Suppository
Emergency shutdown of a nuclear reactor
slowed by the moderator enough to facilitate a sustained reaction, which allows the insertion of neutron absorbers to affect the reactor quickly. As a
Scram
Family of plastic polymers
Joseph M.; Brookhart, Maurice (2000). "Kinetic Studies of Migratory Insertion Reactions at the (1,3-Bis(diphenylphosphino)propane)Pd(II) Center and Their
Polyketone
number of insertion reactions. The studies of metal-benzyne complexes were initiated with the preparation of zirconocene complex by reaction diphenylzirconocene
Transition metal benzyne complex
Transition_metal_benzyne_complex
performs cyclopropanation. However, it also engages in C–H insertion and X–H insertion reactions in an indiscriminate manner, usually leading to low yields
Carbenoid
Chemical reaction
aliphatic substitution reactions are: Nitrosation Ketone halogenation Keto-enol tautomerism Aliphatic diazonium coupling Carbene insertion into C-H bonds Carbonyl
Electrophilic_substitution
1,3-dipolar cycloaddition
above, copper-catalysed click reactions work essentially on terminal alkynes. The Cu species undergo metal insertion reaction into the terminal alkynes.
Azide-alkyne Huisgen cycloaddition
Azide-alkyne_Huisgen_cycloaddition
Chemical process for converting alkenes to aldehydes
migratory insertion to form [CH3COCH2CH2Co(CO)3]. The required hydrogen arises from the water shift reaction. For details, see If the water shift reaction is
Hydroformylation
molecular biology, insertional mutagenesis is the creation of mutations in DNA by the addition of one or more base pairs. Such insertional mutations can occur
Insertional_mutagenesis
Chemical reaction to produce organic compounds
migratory insertion by an additional reactant. This section discusses the most common ring sizes formed by the intramolecular Heck reaction and some of
Intramolecular_Heck_reaction
Rearrangement reaction in organic chemistry
ester forms from the carbocation. This opens the way to multiple O-insertion reactions, eventually leading to the orthoester. Criegee, R., Chem. Ber. 1944
Criegee_rearrangement
Class of chemical compounds
BC6 system. In addition to alkynes, phosphaalkynes, and carbenes, insertion reactions into 9-borafluorenes have been shown with other functional groups
9-Borafluorene
Study of organic compounds containing metal(s)
important reactions: associative and dissociative substitution oxidative addition and reductive elimination transmetalation migratory insertion β-hydride
Organometallic_chemistry
Organic reaction
however been implemented commercially. Rhodium-catalyzed carbene insertion reactions have been rendered enantioselective using chiral carboxylate ligands
Carbon–hydrogen bond activation
Carbon–hydrogen_bond_activation
Preference of chemical bonding or breaking in one direction over others
specific reactions such as addition to pi ligands. Selectivity also occurs in carbene insertions, for example in the Baeyer-Villiger reaction. In this
Regioselectivity
Type of carbene demonstrating particular stability
easily; the resulting cation can easily add a nucleophile (a net insertion reaction; b). Chalcogens add at the carbene to recover the (thio)urea (c) and
Persistent_carbene
Synthesis of alkenes by base-catalysed decomposition of tosylhydrazones
The Bamford–Stevens reaction is a chemical reaction whereby treatment of tosylhydrazones with strong base gives alkenes. It is named for the British chemist
Bamford–Stevens_reaction
Organic compounds containing the azide (N3) functional group
Another azide regular is tosyl azide here in reaction with norbornadiene in a nitrogen insertion reaction: Some azides are valuable as bioorthogonal chemical
Organic_azide
Branch of organometallic chemistry
intermediate and then coordination of the benzyne which gives a C-H insertion reaction to the nickelcycloheptatriene compound. Reductive elimination liberates
Organonickel_chemistry
Chemical reaction used in organic synthesis
The Stille reaction is a chemical reaction widely used in organic synthesis. The reaction involves the coupling of two organic groups, one of which is
Stille_reaction
Divalent organolead(II) analogues of carbenes
have been shown to undergo insertion reactions, specifically into C–X (X = Br, I) and Group 16 E–E (E = S, Se) bonds. Insertions into lead-substituent bonds
Plumbylene
Palladium-catalysed substitution reaction
The Tsuji–Trost reaction (also called the Trost allylic alkylation or allylic alkylation) is a palladium-catalysed substitution reaction involving a substrate
Tsuji–Trost_reaction
Chemical compound
hypochlorite (NaOCl). Upon treatment with base, this undergoes a nitrene insertion reaction (4) to produce tiabendazole (5). An alternative synthesis involves
Tiabendazole
weaponry, insertion time is the interval required to rearrange a subcritical mass of fissile material into critical mass. Appropriate insertion time is
Insertion_time
Antiemetic and antivertigo drug
diarylalkylcarbinols and substituted derivatives through carbon monoxide insertion reactions into aryllithiums". Journal of Organometallic Chemistry. 332 (1-2):
Diphenidol
Chemical reaction involving a change in spin state
In chemistry, reactions that involve a change in spin state are known as spin-forbidden reactions. Such reactions show increased activation energy when
Spin-forbidden_reactions
Chemical element with atomic number 13 (Al)
they are mostly used in alkene insertion reactions, as discovered by Karl Ziegler, most importantly in "growth reactions" that form long-chain unbranched
Aluminium
Chemical reactions that convert carbon monoxide and hydrogen into liquid hydrocarbons
into the growing chain. Chain growth reaction thus appears to involve both 'olefin insertion' as well as 'CO-insertion'. 8 CO + 17 H 2 ⟶ C 8 H 18 + 8 H 2
Fischer–Tropsch_process
Adverse reaction that occurs initially at the site of an injection or infusion
Injection site reactions (ISRs) are reactions that occur at the site of injection of a drug. They may be mild or severe and may or may not require medical
Injection_site_reaction
Chemical reaction
proceeds to the metal tricarbonyl arene complex 2. Without CO insertion, the reaction proceeds through 7 to the cyclopentadiene product 8. Exposing Fischer
Wulff–Dötz_reaction
Chemical reaction
The Kulinkovich reaction describes the organic synthesis of substituted cyclopropanols through reaction of esters with dialkyldialkoxytitanium reagents
Kulinkovich_reaction
Change in chemical reaction rate due to isotopic substitution
abundance. Pascal and coworkers tested their hypothesis by studying the insertion reaction of dimethyl diazomalonate into cyclohexane. Pascal et al. measured
Kinetic_isotope_effect
Isoelectronic structure
goes through an insertion reaction, where the CO is inserted into the B−Li bond to make a short-lived intermediate species. This reaction shows promising
N-Heterocyclic carbene boryl anion
N-Heterocyclic_carbene_boryl_anion
Chemical reaction
The Simmons–Smith reaction is an organic cheletropic reaction involving an organozinc carbenoid that reacts with an alkene (or alkyne) to form a cyclopropane
Simmons–Smith_reaction
Organic molecule containing a neutral carbon with two unbound valence electrons
which give cyclopropanes; and on σ bonds, which cause carbene insertion. Other reactions include rearrangements and dimerizations. A particular carbene's
Carbene
again the reaction involves oxidative addition to give a rhodacyclobutane eventually affording a rhodacycloheptene intermediate. Insertion of carbon monoxide
Activation of cyclopropanes by transition metals
Activation_of_cyclopropanes_by_transition_metals
Type of reaction in organometallic chemistry
some oxidative addition reactions proceed via series of 1e changes. Although oxidative additions can occur with the insertion of a metal into many different
Oxidative_addition
Topics referred to by the same term
elimination of certain distinctive features of phonemes in certain environments Insertion of a network in an amplifier to eliminate parasitic oscillation (electronics)
Neutralization
Class of organic compounds with three rings sharing a single carbon bond
1021/ja00449a045. Hamon, David P. G.; Trenerry, V. Craige (1981). "Carbenoid insertion reactions: formation of [4.1.1]propellane". J. Am. Chem. Soc. 103 (16): 4962–4965
Propellane
Class of hypervalent organoiodine compounds
stereoselectivity. Manganese porphyrin complexes are known to catalyze insertion of the nitrene into allylic C-H bonds. The iminoiodinane PhINH can be
Iminoiodinane
Chemical compounds containing the element lanthanum
derivatives, while nitriles, carbodiimides and isothiocyanates undergo insertion reactions. Molecular lanthanum hydrides are likewise accessible when sufficiently
Lanthanum_compounds
N-aluminylene reported by Liu and coworkers was shown to undergo an oxidative insertion reaction when mixed with IDippCuCl (IDipp=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)
Aluminylene
Study of processing speed on cognitive tasks
processing speed or reaction time on cognitive tasks to infer the content, duration, and temporal sequencing of mental operations. Reaction time (RT; also
Mental_chronometry
Chemical compound used in organic synthesis
compounds are versatile intermediates used in cyclopropanation, X–H insertion reactions, and the synthesis of various heterocycles. Tosyl azide serves as
Tosyl_azide
Class of enzymes
molecular oxygen). The most common reaction catalyzed by cytochromes P450 is a monooxygenase reaction, e.g., insertion of one atom of oxygen into the aliphatic
Cytochrome_P450
2002 battle of the War in Afghanistan, between U.S. and al-Qaeda forces
constraints, a helicopter insertion would be needed for the team to reach the peak before dawn. The AFO suggested insertion at a point 1,400 meters (4
Battle_of_Takur_Ghar
Chemical reaction
The Kowalski ester homologation is a chemical reaction for the homologation of esters. This reaction was designed as a safer alternative to the Arndt–Eistert
Kowalski_ester_homologation
Class of germanium (II) compounds
stop the polymerization or dimerization reactions and renders a germylene thermodynamically stable. R2Ge insertion into C-C bonds has not been reported so
Germylene
Chemical compound
S2CID 22350909. Pospiech, S.; Bolte, M.; Lerner, H.-W.; Wagner, M. (2014). "Insertion Reactions into the Boron–Boron Bonds of Barrelene-Type 1,2-Diaminodiboranes(4)"
Triethylphosphine
Failed NASA mission to Mars (1998–1999)
controlled by firing the thrusters or using three reaction wheels. To perform the Mars orbital insertion maneuver, the spacecraft also included a LEROS 1B
Mars_Climate_Orbiter
Non-reproductive sexual behavior in non-human animals
non-procreative sexual activities include non-copulatory mounting (without insertion, or by a female, or by a younger male who does not yet produce semen)
Non-reproductive sexual behavior in animals
Non-reproductive_sexual_behavior_in_animals
Reversible insertion of an ion into a material with layered structure
Intercalation is the reversible inclusion or insertion of a molecule (or ion) into layered materials with layered structures. Examples are found in graphite
Intercalation_(chemistry)
Chemical reaction between molecular hydrogen and another compound or element
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel
Hydrogenation
Chemical process
cascade reaction, also known as a domino reaction or tandem reaction, is a chemical process that comprises at least two consecutive reactions such that
Cascade_reaction
Enzyme involved in lipoic acid metabolism
lipoyl synthase is in a sub-family of enzymes that catalyze sulfur insertion reactions. The enzymes in this subfamily differ from general radical SAM enzymes
Lipoyl_synthase
Class of enzymes
In biochemistry, chelatases are enzymes that catalyze the insertion ("metalation") of naturally occurring tetrapyrroles. Many tetrapyrrole-based cofactors
Chelatase
American organic chemist
Kelleghan, Andrew V.; Houk, K. N.; Garg, Neil K. (2025-02-12). "σ-Bond insertion reactions of two strained diradicaloids". Nature: 1–3. doi:10.1038/s41586-025-08745-1
Neil_Garg
American chemist
oxygen into palladium-hydride bonds, with results suggesting that this insertion reaction does not involve radical chain mechanisms. This research of the capabilities
Karen_Goldberg
Intrauterine device
occurs after insertion This usually improves after three to six months. Moderate to severe discomfort may be experienced during insertion procedure, including
Hormonal_intrauterine_device
Chemical compound
Iron(II)-Iron(II) Bonds in Dinuclear Complexes Which Derive from Stepwise Insertion Reactions on Unsupported Iron-Aryl Bonds". J. Am. Chem. Soc. 116 (20): 9123–9135
Tetramesityldiiron
Muscle on the surface of the ribs
scapula. The muscle is divided into three parts according to the points of insertion: the serratus anterior superior is inserted near the superior angle; the
Serratus_anterior_muscle
Points of view Multiple exposure Optical illusion Split screen Transition Insertion Dialogue Match cut Long shot Insert Timelapsing Cut Jump cut Axial cut
Online editing (video production)
Online_editing_(video_production)
Chemical compound
Subsequent π-complexation of alkene, migratory insertion (intramolecular hydride transfer or olefin insertion), and reductive elimination complete the formation
Wilkinson's_catalyst
travel, tourism, insurance
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