For example, the nucleophilic addition of selenophenol to alkynes affords, preferentially, the Z-vinylic selenides after longer ... Conversely, vinylic selenides can be prepared by palladium-catalyzed hydroselenation of alkynes to afford the Markovnikov ... "Hydroselenation of Alkynes by Lithium Butylselenolate: an Approach in the Synthesis of Vinylic Selenides". Organic Letters. 6 ( ... more useful procedure has centered on the nucleophilic or electrophilic organoselenium addition to terminal or internal alkynes ...
The mechanism of metal-catalyzed hydrogenation of alkenes and alkynes has been extensively studied. First of all isotope ... Substrates include not only alkenes and alkynes, but also aldehydes, imines, and nitriles, which are converted into the ... An important characteristic of alkene and alkyne hydrogenations, both the homogeneously and heterogeneously catalyzed versions ... the resulting catalyst reduces alkynes only as far as alkenes. The Lindlar catalyst has been applied to the conversion of ...
They also arise via carbonylation of alkynes and alkenes in the presence of thiols. Thioesters hydrolyze to thiols and the ...
Among acyclic precursors, alkynes are relatively prone to aromatizations since they are partially dehydrogenated. The Bergman ...
"Facile Enantioselective Synthesis of Propargylic Alcohols by Direct Addition of Terminal Alkynes to Aldehydes". J. Am. Chem. ...
... s have a general formula CnH2n−4. Because of the linear nature of the C−C≡C−C alkyne unit, cycloalkynes can be ... Large alkyne-containing carbocycles may be virtually unstrained, while the smallest constituents of this class of molecules may ... In organic chemistry, a cycloalkyne is the cyclic analog of an alkyne (−C≡C−). A cycloalkyne consists of a closed ring of ... In addition to alkyne reactivity, cycloalkynes are able to undergo a number of unique, synthetically useful transformations. ...
Metal complexes are known to catalyze alkyne trimerization to give arenes. These reactions have been used to prepare arene ...
An enyne is an organic compound containing a C−C double bond (alkene) and a C≡C triple bond (alkyne). It is called a conjugated ... The term is a contraction of the terms alkene and alkyne. The simplest enyne is vinylacetylene. Enyne metathesis Enediyne ...
... is an alkyne that contains 4 carbon and 6 hydrogen. It contains one triple bond and has two isomeric organic chemical ...
... adapted the cobalt-catalyzed alkyne trimerization to the synthesis of macrocycles; and devised novel peptides that undergo self ...
It is the simplest stable alcohol containing an alkyne functional group. Propargyl alcohol is a colorless viscous liquid that ...
This gem-dichloride can then be used to synthesize an alkyne. "Definition of GEMINI". Merriam-Webster Dictionary. 27 January ...
In alkyne metathesis it forms between two sp-hybridized carbon centers. Ring opening metathesis polymerization (ROMP) can be ... Olefin and alkyne metathesis refers to a carbon-carbon bond forming reaction. In the case of olefin metathesis, the bond forms ...
It can also be used in the azide-alkyne Huisgen cycloaddition. "Cyclopropylacetylene : density 0.781 g/mL at 25 °C". ...
The reaction product is a 1,3-diyne or di-alkyne. The reaction mechanism involves deprotonation by base of the terminal alkyne ... Glaser coupling - Another alkyne coupling reaction catalysed by a copper(I) salt. Sonogashira coupling - Pd/Cu catalysed ... Unlike the related Glaser coupling the Cadiot-Chodkiewicz coupling proceeds selectively and will only couple the alkyne to the ... The Cadiot-Chodkiewicz coupling in organic chemistry is a coupling reaction between a terminal alkyne and a haloalkyne ...
Alkane metathesis Alkyne metathesis Enyne metathesis Salt metathesis reaction Lionel Delaude; Alfred F. Noels (2005). " ...
... unsaturation in the form of triple bonds may be denoted by substitutive nomenclature with the same methods used with alkynes, i ...
... of Azides and Terminal Alkynes". Angewandte Chemie International Edition. 41 (14): 2596-2599. doi:10.1002/1521-3773(20020715)41 ... Expressed Protein Ligation and CuI-Catalyzed Azide/Alkyne Cycloaddition for Protein Immobilization". ChemBioChem. 12 (16): 2426 ...
Alkynes with the formula H(−C≡C−)nH and n from 2 to 6 can be detected in the decomposition products of partially oxidized ... A polyyne is any organic compound with alternating single and triple bonds; that is, a series of consecutive alkynes, (−C≡C−)n ... Eastmond, R.; Johnson, T.R.; Walton, D.R.M. (1972). "Silylation as a protective method for terminal alkynes in oxidative ... Simpkins, Simon M. E.; Weller, Michael D.; Cox, Liam R. (2007). "β-Chlorovinylsilanes as masked alkynes in oligoyne assembly: ...
Electron-deficient alkynes were demonstrated to selectively react with cysteine residues of proteins in the presence of other ... Depending on the alkyne substitution, these reactions can produce either cleavable (when alkynone derivatives are used), or ... Shiu HY, Chan TC, Ho CM, Liu Y, Wong MK, Che CM (2009). "Electron-deficient alkynes as cleavable reagents for the modification ... It has also been reported that the installation of fluorine substituents on a cyclic alkyne can greatly accelerate the reaction ...
The parent metallacyclopentadiene, or metallole, has the formula LnM(CH)4. Most arise from the coupling of two alkynes at a low ... Metallacycles appear frequently as reactive intermediates in catalysis, e.g. olefin metathesis and alkyne trimerization. In ... are intermediates in the metal-catalysed trimerization of alkynes to arenes. Early metal derivatives, i.e. derivatives of Ti ... They are derived from coupling of alkynes as well as from the desulfurization of thiophenes. The parent metallacyclobenzenes ...
... (penta-1,4-diyne) is a chemical compound belonging to the alkynes. The compound is the structural isomer to 1,3- ...
Buchwald, S. L.; Nielsen, R. B. "Group 4 Metal Complexes of Benzynes, Cycloalkynes, Acyclic Alkynes, and Alkenes" Chem. Rev. ...
Conjugate addition to enones and carbocupration of alkynes can also be achieved with organocopper compounds. Copper(I) forms a ... They are synthesized by treating copper(I) compounds with Grignard reagents, terminal alkynes or organolithium reagents; in ...
Bertozzi's lab introduced inherent strain into the alkyne species by using a cyclic alkyne. In particular, cyclooctyne reacts ... Unfortunately, the most famous "click reaction," a [3+2] cycloaddition between an azide and an acyclic alkyne, is copper- ... Agard NJ, Prescher JA, Bertozzi CR (November 2004). "A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent ... of azides and terminal alkynes". Angew. Chem. Int. Ed. Engl. 41 (14): 2596-9. doi:10.1002/1521-3773(20020715)41:14. 3.0.CO;2-4 ...
Derived Molybdenum Nitride with Alkynes". Angewandte Chemie International Edition. 60 (22): 12242-12247. doi:10.1002/anie. ...
Conjugate addition to enones and carbocupration of alkynes can also be achieved with organocopper compounds. Copper(I) forms a ... They are synthesized by treating copper(I) compounds with Grignard reagents, terminal alkynes or organolithium reagents; in ...
Free terminal alkynes are tolerated, although yields are higher when silyl-protected alkynes are used. (7) When an alkene is ...
Illustrative is the use of ferric chloride to release alkynes from Co2(C2R2)(CO)6. One drawback to this method is that the ...
A 1,2-aryl migration forms the 1,2-diaryl-alkyne product. The mechanism of the FBW rearrangement was a subject of on-surface ... 2-diaryl-alkyne by reaction with a strong base such as an alkoxide. This rearrangement is also possible with alkyl substituents ...