A metal-centered cycloaddition is a subtype of the more general class of cycloaddition reactions. In such reactions "two or more unsaturated molecules...
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diene. Other cycloaddition reactions exist: (4+3) cycloadditions, [6+4] cycloadditions, [2 + 2] photocycloadditions, metal-centered cycloaddition and [4+4]...
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olefins and elimination side reactions. Some success has been found with non-metal-catalyzed cycloadditions, such as the reactions using dipolarophiles that...
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cycloaddition is a chemical reaction between a 1,3-dipole and a dipolarophile to form a five-membered ring. The earliest 1,3-dipolar cycloadditions were...
65 KB (6,396 words) - 07:16, 24 May 2025
Metal-catalyzed cyclopropanations are chemical reactions that result in the formation of a cyclopropane ring from a metal carbenoid species and an alkene...
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of a pericyclic reaction with a concerted mechanism. More specifically, it is classified as a thermally allowed [4+2] cycloaddition with Woodward–Hoffmann...
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Click chemistry (redirect from Click reaction)
use of "click reactions", a set of simple, biocompatible chemical reactions that meet specific criteria like high yield, fast reaction rates, and minimal...
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sigmatropic reaction such as the Cope rearrangement. Cyclic rearrangements include cycloadditions and, more generally, pericyclic reactions, wherein two...
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Desulfonylation reactions are chemical reactions leading to the removal of a sulfonyl group from organic compounds. As the sulfonyl functional group is...
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Photoredox catalysis (section Cycloadditions)
undergo intramolecular radical-anion hetero-Diels–Alder reactions more rapidly than [2+2] cycloaddition. Similarly, electron-rich styrenes participate in intra-...
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as nucleophilic partners in cross-coupling reactions. Typically, nucleophilic reagents in coupling reactions tend to be of the organometallic variety,...
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Alkene (section Cycloaddition)
via rearrangement reactions. Besides olefin metathesis (described above), many pericyclic reactions can be used such as the ene reaction and the Cope rearrangement...
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provide the other coupling partner. The Stille reaction is one of many palladium-catalyzed coupling reactions. R 1 − Sn ( Alkyl ) 3 + R 2 − X → ligand set...
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1021/cr950015t. PMID 11848759. Welker, Mark E. (1992). "3 + 2 Cycloaddition reactions of transition-metal 2-alkynyl and .eta.1-allyl complexes and their utilization...
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complexes: Versatile catalysts for enantioselective cycloaddition, Aldol, Michael, and carbonyl ene reactions". Acc. Chem. Res. 33 (6): 325–35. doi:10.1021/ar960062n...
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Chiral auxiliary (section Alkylation reactions)
Chapman, K. T.; Bisaha, J. (1984). "New Asymmetric Diels-Alder Cycloaddition Reactions. Chiral α,β-Unsaturated Carboximides as Practical Chiral Acrylate...
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Lewis acid catalysis (category Chemical reactions)
attack, heterolytic bond cleavage, or cycloaddition with 1,3-dienes and 1,3-dipoles. Many classical reactions involving carbon–carbon or carbon–heteroatom...
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with one triazole unit bridging two metal centers, and is an effective catalyst for the 'click' cycloaddition reaction. The structure of the complex of TBTA...
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products. Cycloadditions can occur on metal vinylidenes at either the M=Cα or Cα=Cβ bonds. These can serve in both [2+2] and [4+2] cycloadditions with a...
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Digermyne (section Cycloaddition)
different kinds of reactions, such as [2+1] and [2+2] cycloaddition reaction with different kinds of unsaturated molecules, [4+1] cycloaddition with 1,3-dimethyl-1...
20 KB (2,507 words) - 05:51, 28 November 2024
Bioorthogonal chemistry (category Biochemical reactions)
thermodynamics and kinetics of these cycloaddition reactions which has played a vital role in continuing to improve the reaction. There are two methods for activating...
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Phosphetane (section [2+2] cycloaddition)
chemical reaction, cases where phosphetanes are used as the active reagents in chemical reactions, and cases where phosphetanes are ligated to a metal that...
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efficiently has made this reaction particularly attractive synthetically. (1) The metal-free version of the [6+4] cycloaddition takes place through a concerted...
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Captodative effect (category Chemical reactions)
The term "captodative ethylenes" has been used in the context of cycloaddition reactions involving captodative radical intermediates – for example, the...
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Topochemical polymerization (category Polymerization reactions)
prepare. Various reactions have been adopted in the field of topochemical polymerisation, such as [2+2], [4+2], [4+4], and [3+2] cycloaddition, linear addition...
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chain of alkyne partner could trap the resulting ketene through a [2+2] cycloaddition or nucleophilic addition respectively. This strategy was applied for...
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arm largely losing coordination with the bismuth(III) center. A similar cycloaddition reaction between Dostál's bismuthinidene and methyl propiolate yields...
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Buckminsterfullerene (section Cycloadditions)
six-membered rings. The C 60 molecules can also be coupled through a [2+2] cycloaddition, giving the dumbbell-shaped compound C 120. The coupling is achieved...
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4+4 Photocycloaddition (category Cycloadditions)
The [4+4] Photocycloaddition is a cycloaddition reaction in which two unsaturated molecules connect via four atoms from each molecule (hence "4 + 4") to...
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Alkylidene ketene (section Cycloaddition)
pressure. Alkylidene ketenes can readily dimerize and participate in cycloaddition reactions. Often orange or red in color, these dimers can be generated both...
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