• In organic chemistry, an electrocyclic reaction is a type of pericyclic rearrangement where the net result is one pi bond being converted into one sigma...
    10 KB (1,268 words) - 20:37, 22 July 2024
  • Thumbnail for Woodward–Hoffmann rules
    wanted to know whether certain electrocyclic reactions might help synthesize vitamin B12. Chemists knew that such reactions exhibited striking stereospecificity...
    93 KB (11,923 words) - 14:39, 12 August 2024
  • that twist is not possible and the reaction is not allowed. An electrocyclic reaction is a pericyclic reaction involving the net loss of a pi bond and...
    10 KB (1,348 words) - 03:14, 20 July 2024
  • An electrocyclic reaction can either be classified as conrotatory or disrotatory based on the rotation at each end of the molecule. In conrotatory mode...
    3 KB (446 words) - 07:34, 29 December 2023
  • the ring reforms electrocyclically: This same mechanistic process is seen below, without the final electrocyclic ring-closing reaction, in the interconversion...
    18 KB (2,106 words) - 11:04, 20 May 2024
  • Thumbnail for Pericyclic reaction
    precorrin-8x to hydrogenobyrinic acid non-enzymatic, photochemical electrocyclic ring opening and a (1,7) sigmatropic hydride shift in vitamin D synthesis...
    10 KB (1,162 words) - 16:49, 21 April 2024
  • Thumbnail for Photochemistry
    organic reactions are electrocyclic reactions, radical reactions, photoisomerization, and Norrish reactions. Alkenes undergo many important reactions that...
    26 KB (2,821 words) - 17:42, 23 August 2024
  • process in cascade transformations, pericyclic reactions include cycloadditions, electrocyclic reactions and sigmatropic rearrangements. Although some...
    26 KB (2,826 words) - 18:23, 28 May 2024
  • result of this reaction. Reactions of conjugated double-bond systems can be synthesized into cycloalkenes through electrocyclic reactions. Addition of heat...
    12 KB (1,178 words) - 13:26, 13 August 2024
  • the reaction mechanism involves a cationic 4π-electrocyclic ring closure which forms the cyclopentenone product (See Mechanism below). As the reaction has...
    25 KB (2,696 words) - 13:46, 4 July 2023
  • Thumbnail for Chemical reaction
    637–647 Woodward, R.B.; Hoffmann, R. (1965). "Stereochemistry of Electrocyclic Reactions". Journal of the American Chemical Society. 87 (2): 395–397. doi:10...
    66 KB (8,031 words) - 09:58, 12 July 2024
  • Buchner ring expansion (category Rearrangement reactions)
    second step, with an electrocyclic reaction opening the cyclopropane ring to form the 7-membered ring. The Buchner ring expansion reaction was first used in...
    16 KB (1,722 words) - 02:55, 10 February 2023
  • Ehrlich–Sachs reaction Einhorn variant Einhorn–Brunner reaction Elbs persulfate oxidation Elbs reaction Electrochemical fluorination Electrocyclic reaction Electrophilic...
    38 KB (3,423 words) - 21:05, 20 August 2024
  • Thumbnail for Cholecalciferol
    the epidermal layer of skin, 7-dehydrocholesterol undergoes an electrocyclic reaction as a result of UVB light at wavelengths between 290 and 310 nm,...
    41 KB (4,157 words) - 16:35, 28 August 2024
  • Thumbnail for Photochromism
    their high thermodynamic stability. They operate by means of a 6-pi electrocyclic reaction, the thermal analog of which is impossible due to steric hindrance...
    20 KB (2,435 words) - 04:31, 24 June 2024
  • ketene-imine cycloaddition Dyotropic reaction Electrocyclic reaction Group transfer reaction Sigmatropic reaction Polymerization Ring-opening metathesis...
    8 KB (576 words) - 12:14, 30 October 2023
  • Thumbnail for Vitamin D
    photolyzed by ultraviolet light in a 6-electron conrotatory ring-opening electrocyclic reaction; the product is previtamin D3. Second, previtamin D3 spontaneously...
    163 KB (17,848 words) - 09:24, 29 August 2024
  • Doering–LaFlamme allene synthesis (category Name reactions)
    ring-opening via an electrocyclic reaction (at least formally) to give the allene. Several different mechanisms for the electrocyclic rearrangement have...
    4 KB (395 words) - 11:10, 29 April 2022
  • compound instead first undergoes a tautomerization followed by an electrocyclic reaction to give the same intermediate, which then similarly undergoes a...
    4 KB (431 words) - 19:32, 27 October 2022
  • Piancatelli rearrangement (category Carbon-carbon bond forming reactions)
    2-furyl carbinols. It was proposed by Piancatelli that the reaction is a thermal electrocyclic reaction of a conrotatory 4π electron system while studying specifics...
    7 KB (674 words) - 01:39, 27 March 2023
  • photochemically driven electrocyclic ring-closure of hexa-2,4-diene, which proceeds in a disrotatory fashion. Organic reactions that obey these rules are...
    15 KB (1,891 words) - 02:09, 14 July 2023
  • 1021/ja00536a069. Kikuchi O. (1981). "A classification of the photochemical electrocyclic reactions of heteroatom conjugated systems". Tetrahedron Lett. 22 (9): 859–862...
    2 KB (171 words) - 23:19, 26 October 2022
  • Thumbnail for Hexabenzocoronene
    hexaphenylbenzene. The adjacent pairs of benzene rings undergo oxidative electrocyclic reactions and aromatization by oxidation by iron(III) chloride in nitromethane...
    6 KB (503 words) - 02:29, 23 January 2024
  • Thumbnail for Torquoselectivity
    Torquoselectivity is a special kind of stereoselectivity observed in electrocyclic reactions in organic chemistry, defined as "the preference for inward or...
    4 KB (373 words) - 09:24, 5 January 2023
  • Woodward, R. B.; Hoffmann, Roald (1965). "Stereochemistry of electrocyclic reactions". J. Am. Chem. Soc. 87: 395–397. doi:10.1021/ja01080a054. Longuet-Higgins...
    13 KB (1,654 words) - 21:34, 5 June 2024
  • molecular orbital control of stereochemistry in organometallic electrocyclic reactions". Journal of the Chemical Society, Chemical Communications (1):...
    13 KB (1,357 words) - 04:38, 14 January 2024
  • Thiazole (section Reactions)
    3-thiazepine in a 4-electron electrocyclic ring opening and then to a 7-thia-2-azanorcaradiene in a 6-electron electrocyclic ring, closing before extruding...
    12 KB (1,150 words) - 01:03, 1 June 2024
  • Thumbnail for Elias James Corey
    "A Claim on the Development of the Frontier Orbital Explanation Electrocyclic Reactions". Angewandte Chemie International Edition. 43 (48): 6586–6590....
    55 KB (5,643 words) - 07:53, 30 August 2024
  • Thumbnail for Fulgide
    isomer, the E isomer can also undergo a photochemically-induced electrocyclic reaction, forming a new ring and becoming a distinctly colored product called...
    4 KB (462 words) - 05:55, 27 April 2024
  • Thumbnail for Favorskii rearrangement
    Favorskii rearrangement (category Rearrangement reactions)
    first to produce a zwitterionic oxyallyl cation before a disrotatory electrocyclic ring closure takes place to afford the cyclopropanone intermediate....
    9 KB (915 words) - 12:53, 14 August 2024