• A metal-centered cycloaddition is a subtype of the more general class of cycloaddition reactions. In such reactions "two or more unsaturated molecules...
    10 KB (1,034 words) - 02:09, 2 August 2024
  • diene. Other cycloaddition reactions exist: (4+3) cycloadditions, [6+4] cycloadditions, [2 + 2] photocycloadditions, metal-centered cycloaddition and [4+4]...
    12 KB (1,317 words) - 10:26, 25 May 2025
  • olefins and elimination side reactions. Some success has been found with non-metal-catalyzed cycloadditions, such as the reactions using dipolarophiles that...
    21 KB (2,639 words) - 20:31, 22 July 2024
  • 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...
    11 KB (1,251 words) - 02:35, 22 October 2024
  • Thumbnail for Diels–Alder reaction
    of a pericyclic reaction with a concerted mechanism. More specifically, it is classified as a thermally allowed [4+2] cycloaddition with Woodward–Hoffmann...
    69 KB (7,937 words) - 05:25, 26 May 2025
  • use of "click reactions", a set of simple, biocompatible chemical reactions that meet specific criteria like high yield, fast reaction rates, and minimal...
    48 KB (5,449 words) - 15:24, 15 June 2025
  • Thumbnail for Chemical reaction
    sigmatropic reaction such as the Cope rearrangement. Cyclic rearrangements include cycloadditions and, more generally, pericyclic reactions, wherein two...
    66 KB (8,057 words) - 01:14, 16 June 2025
  • Thumbnail for Alkene
    via rearrangement reactions. Besides olefin metathesis (described above), many pericyclic reactions can be used such as the ene reaction and the Cope rearrangement...
    49 KB (5,266 words) - 15:49, 29 May 2025
  • Desulfonylation reactions are chemical reactions leading to the removal of a sulfonyl group from organic compounds. As the sulfonyl functional group is...
    20 KB (2,256 words) - 14:31, 28 May 2025
  • 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...
    47 KB (5,493 words) - 02:16, 16 May 2025
  • Thumbnail for Photoredox catalysis
    undergo intramolecular radical-anion hetero-Diels–Alder reactions more rapidly than [2+2] cycloaddition. Similarly, electron-rich styrenes participate in intra-...
    50 KB (6,257 words) - 20:42, 12 June 2025
  • Thumbnail for Transition-metal allyl complex
    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...
    13 KB (1,500 words) - 21:37, 23 May 2025
  • Thumbnail for Ene reaction
    complexes: Versatile catalysts for enantioselective cycloaddition, Aldol, Michael, and carbonyl ene reactions". Acc. Chem. Res. 33 (6): 325–35. doi:10.1021/ar960062n...
    25 KB (3,164 words) - 08:36, 1 June 2025
  • Thumbnail for Bamford–Stevens reaction
    as nucleophilic partners in cross-coupling reactions. Typically, nucleophilic reagents in coupling reactions tend to be of the organometallic variety,...
    14 KB (1,484 words) - 11:29, 9 June 2025
  • Thumbnail for Chiral auxiliary
    Chapman, K. T.; Bisaha, J. (1984). "New Asymmetric Diels-Alder Cycloaddition Reactions. Chiral α,β-Unsaturated Carboximides as Practical Chiral Acrylate...
    34 KB (3,726 words) - 10:21, 15 March 2025
  • 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...
    45 KB (5,024 words) - 20:46, 6 February 2025
  • Thumbnail for Tris(benzyltriazolylmethyl)amine
    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...
    4 KB (279 words) - 02:00, 22 August 2022
  • Thumbnail for Pentacarbonyl(tetrahydrofuran)tungsten
    cyclization reactions and Diels-Alder reactions. The weakly coordinating nature of the THF ligand in W(CO)5(THF) renders the tungsten center a potent Lewis...
    33 KB (3,002 words) - 13:57, 22 May 2025
  • Thumbnail for Transition metal vinylidene complex
    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...
    15 KB (1,519 words) - 20:28, 16 June 2025
  • 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...
    44 KB (5,098 words) - 08:36, 16 March 2025
  • Thumbnail for Pyridine
    Pyridine (redirect from Emmert reaction)
    activation requires high pressures and temperatures, the photoinduced cycloaddition proceeds at ambient conditions with CoCp2(cod) (Cp = cyclopentadienyl...
    77 KB (7,673 words) - 01:52, 30 May 2025
  • Thumbnail for Digermyne
    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
  • chemical reaction, cases where phosphetanes are used as the active reagents in chemical reactions, and cases where phosphetanes are ligated to a metal that...
    50 KB (5,139 words) - 14:51, 16 June 2025
  • efficiently has made this reaction particularly attractive synthetically. (1) The metal-free version of the [6+4] cycloaddition takes place through a concerted...
    9 KB (1,075 words) - 20:53, 22 July 2024
  • Thumbnail for Bismuthinidene
    arm largely losing coordination with the bismuth(III) center. A similar cycloaddition reaction between Dostál's bismuthinidene and methyl propiolate yields...
    40 KB (4,489 words) - 01:11, 27 May 2025
  • Thumbnail for Aldehyde
    carbon dioxide. Aldehydes participate in many reactions. From the industrial perspective, important reactions are: condensations, e.g., to prepare plasticizers...
    30 KB (3,112 words) - 13:18, 1 June 2025
  • Thumbnail for Topochemical polymerization
    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...
    24 KB (2,610 words) - 08:53, 16 June 2025
  • Thumbnail for Captodative effect
    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...
    13 KB (1,312 words) - 09:12, 13 August 2023
  • 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...
    8 KB (917 words) - 11:57, 13 August 2023