Woodward–Hoffmann rules (English Wikipedia)

Analysis of information sources in references of the Wikipedia article "Woodward–Hoffmann rules" in English language version.

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  • The original statement given by Woodward and Hoffmann is somewhat more elaborate: A ground-state pericyclic change is symmetry-allowed when the total number of (4q+2)s and (4r)a components is odd. However, the statement given here is mathematically equivalent. For a proof, see: https://archive.org/details/whdz_red
  • Woodward, R. B.; Hoffmann, Roald (1971). The Conservation of Orbital Symmetry (3rd printing, 1st ed.). Weinheim, BRD: Verlag Chemie GmbH (BRD) and Academic Press (USA). pp. 1–178. ISBN 978-1483256153.

boston.com

doi.org

  • Woodward, R. B.; Hoffmann, Roald (1965). "Stereochemistry of Electrocyclic Reactions". Journal of the American Chemical Society. 87 (2): 395. doi:10.1021/ja01080a054.
  • Zimmerman, H. E. (1966). "On Molecular Orbital Correlation Diagrams, the Occurrence of Möbius Systems in Cyclization Reactions, and Factors Controlling Ground- and Excited-State Reactions. I". Journal of the American Chemical Society. 88 (7): 1564–1565. doi:10.1021/ja00959a052.
  • Zimmerman, Howard E. (1971-08-01). "Moebius-Hueckel concept in organic chemistry. Application of organic molecules and reactions". Accounts of Chemical Research. 4 (8): 272–280. doi:10.1021/ar50044a002. ISSN 0001-4842.
  • Dewar, M.J.S. (1966-01-01). "A molecular orbital theory of organic chemistry—VIII: romaticity and electrocyclic reactions". Tetrahedron. 22: 75–92. doi:10.1016/S0040-4020(01)82171-2. ISSN 0040-4020.
  • Dewar, Michael J. S. (1971-11-01). "Aromaticity and Pericyclic Reactions". Angewandte Chemie International Edition in English. 10 (11): 761–776. doi:10.1002/anie.197107611. ISSN 1521-3773.
  • Fukui, Kenichi (1965-01-01). "Stereoselectivity associated with noncycloaddition to unsaturated bonds". Tetrahedron Letters. 6 (28): 2427–2432. doi:10.1016/S0040-4039(00)90203-X. ISSN 0040-4039.
  • Fukui, Kenichi (1982). "Role of Frontier Orbitals in Chemical Reactions". Science. 218 (4574): 747–754. Bibcode:1982Sci...218..747F. doi:10.1126/science.218.4574.747. JSTOR 1689733. PMID 17771019.
  • Geerlings, Paul; Ayers, Paul W.; Toro-Labbé, Alejandro; Chattaraj, Pratim K.; De Proft, Frank (2012). "The Woodward–Hoffmann Rules Reinterpreted by Conceptual Density Functional Theory". Accounts of Chemical Research. 45 (5): 683–95. doi:10.1021/ar200192t. hdl:10533/131820. PMID 22283422.
  • Criegee, Rudolf; Noll, Klaus (1959). "Umsetzungen in der Reihe des 1.2.3.4-Tetramethyl-cyclobutans". Justus Liebigs Annalen der Chemie. 627: 1–14. doi:10.1002/jlac.19596270102.
  • Srinivasan, R. (1968-07-01). "Mechanism of the photochemical valence tautomerization of 1,3-butadienes". Journal of the American Chemical Society. 90 (16): 4498–4499. doi:10.1021/ja01018a080. ISSN 0002-7863.
  • Winter, Rudolph Ernst K. (1965-01-01). "The preparation and isomerization of cis- and trans-3,4-dimethylcyclobutene". Tetrahedron Letters. 6 (17): 1207–1212. doi:10.1016/S0040-4039(01)83997-6. ISSN 0040-4039.
  • Woodward, R. B.; Hoffmann, Roald (1969). "The Conservation of Orbital Symmetry". Angew. Chem. Int. Ed. 8 (11): 781–853. doi:10.1002/anie.196907811.
  • Longuet-Higgins, H. C.; Abrahamson, E. W. (1965). "The Electronic Mechanism of Electrocyclic Reactions". Journal of the American Chemical Society. 87 (9): 2045. doi:10.1021/ja01087a033.
  • Hoffmann, Roald; Woodward, R. B. (1965). "Selection Rules for Concerted Cycloaddition Reactions". J. Am. Chem. Soc. 87 (9): 2046. doi:10.1021/ja01087a034.
  • Yamabe, Shinichi; Kuwata, Kayoko; Minato, Tsutomu (1999). "Frontier-orbital analyses of ketene [2+2] cycloadditions". Theoretical Chemistry Accounts: Theory, Computation, and Modeling. 102 (1–6): 139–146. doi:10.1007/s002140050484. S2CID 206899145.
  • Berson, Jerome A.; Nelson, George L. (1967-10-01). "Inversion of configuration in the migrating group of a thermal 1,3-sigmatropic rearrangement". Journal of the American Chemical Society. 89 (21): 5503–5504. doi:10.1021/ja00997a065. ISSN 0002-7863.
  • Zimmerman, H. E. (1966). "On Molecular Orbital Correlation Diagrams, Möbius Systems, and Factors Controlling Ground and Excited State Reactions. II". J. Am. Chem. Soc. 88 (7): 1566–156. doi:10.1021/ja00959a053.
  • Zimmerman, H. E. (2006). "Five decades of mechanistic and exploratory organic photochemistry". Pure Appl. Chem. 78 (12): 2193–2203. doi:10.1351/pac200678122193. S2CID 37436155.
  • Geerlings, Paul; Ayers, Paul W.; Toro-Labbé, Alejandro; Chattaraj, Pratim K.; De Proft, Frank (2012). "The Woodward–Hoffmann Rules Reinterpreted by Conceptual Density Functional Theory". Accounts of Chemical Research. 45 (5): 683–95. doi:10.1021/ar200192t. hdl:10533/131820. PMID 22283422.
  • Ayers, Paul W.; Morell, Christophe; De Proft, Frank; Geerlings, Paul (5 October 2007). "Understanding the Woodward–Hoffmann Rules by Using Changes in Electron Density". Chemistry: A European Journal. 13 (29): 8240–8247. doi:10.1002/chem.200700365. PMID 17639522.
  • Morell, Christophe; Grand, André; Toro-Labbé, Alejandro (1 January 2005). "New Dual Descriptor for Chemical Reactivity". The Journal of Physical Chemistry A. 109 (1): 205–212. Bibcode:2005JPCA..109..205M. doi:10.1021/jp046577a. hdl:10533/176692. PMID 16839107.
  • Farahani, Pooria; Baader, Wilhelm J. (2017-02-16). "Unimolecular Decomposition Mechanism of 1,2-Dioxetanedione: Concerted or Biradical? That is the Question!". The Journal of Physical Chemistry A. 121 (6): 1189–1194. Bibcode:2017JPCA..121.1189F. doi:10.1021/acs.jpca.6b10365. ISSN 1089-5639. PMID 28094939.
  • Hickenboth, Charles R.; Moore, Jeffrey S.; White, Scott R.; Sottos, Nancy R.; Baudry, Jerome; Wilson, Scott R. (2007). "Biasing reaction pathways with mechanical force". Nature. 446 (7134): 423–7. Bibcode:2007Natur.446..423H. doi:10.1038/nature05681. PMID 17377579. S2CID 4427747.
  • Corey, E. J. (2004). "Impossible Dreams". The Journal of Organic Chemistry. 69 (9): 2917–9. doi:10.1021/jo049925d. PMID 15104426.
  • Hoffmann, Roald (2004). "A Claim on the Development of the Frontier Orbital Explanation of Electrocyclic Reactions". Angewandte Chemie International Edition. 43 (48): 6586–90. doi:10.1002/anie.200461440. PMID 15558636.
  • Corey, E. J.; Hortmann, Alfred G. (1963). "Total Synthesis of Dihydrocostunolide". Journal of the American Chemical Society. 85 (24): 4033. doi:10.1021/ja00907a030.
  • Corey, E. J.; Hortmann, Alfred G. (1965). "The total synthesis of dihydrocostunolide". Journal of the American Chemical Society. 87 (24): 5736–42. doi:10.1021/ja00952a037. PMID 5845424.
  • Ayers, Paul W.; Morell, Christophe; De Proft, Frank; Geerlings, Paul (5 October 2007). "Understanding the Woodward–Hoffmann Rules by Using Changes in Electron Density". Chemistry: A European Journal. 13 (29): 8240–8247. doi:10.1002/chem.200700365. PMID 17639522.

handle.net

hdl.handle.net

  • Geerlings, Paul; Ayers, Paul W.; Toro-Labbé, Alejandro; Chattaraj, Pratim K.; De Proft, Frank (2012). "The Woodward–Hoffmann Rules Reinterpreted by Conceptual Density Functional Theory". Accounts of Chemical Research. 45 (5): 683–95. doi:10.1021/ar200192t. hdl:10533/131820. PMID 22283422.
  • Geerlings, Paul; Ayers, Paul W.; Toro-Labbé, Alejandro; Chattaraj, Pratim K.; De Proft, Frank (2012). "The Woodward–Hoffmann Rules Reinterpreted by Conceptual Density Functional Theory". Accounts of Chemical Research. 45 (5): 683–95. doi:10.1021/ar200192t. hdl:10533/131820. PMID 22283422.
  • Morell, Christophe; Grand, André; Toro-Labbé, Alejandro (1 January 2005). "New Dual Descriptor for Chemical Reactivity". The Journal of Physical Chemistry A. 109 (1): 205–212. Bibcode:2005JPCA..109..205M. doi:10.1021/jp046577a. hdl:10533/176692. PMID 16839107.

harvard.edu

ui.adsabs.harvard.edu

jstor.org

nih.gov

pubmed.ncbi.nlm.nih.gov

nobelprize.org

routledge.com

  • P. R. Bunker and P. Jensen (2005), Fundamentals of Molecular Symmetry (CRC Press) ISBN 0-7503-0941-5[1] see Section 10.4

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  • Zimmerman, Howard E. (1971-08-01). "Moebius-Hueckel concept in organic chemistry. Application of organic molecules and reactions". Accounts of Chemical Research. 4 (8): 272–280. doi:10.1021/ar50044a002. ISSN 0001-4842.
  • Dewar, M.J.S. (1966-01-01). "A molecular orbital theory of organic chemistry—VIII: romaticity and electrocyclic reactions". Tetrahedron. 22: 75–92. doi:10.1016/S0040-4020(01)82171-2. ISSN 0040-4020.
  • Dewar, Michael J. S. (1971-11-01). "Aromaticity and Pericyclic Reactions". Angewandte Chemie International Edition in English. 10 (11): 761–776. doi:10.1002/anie.197107611. ISSN 1521-3773.
  • Fukui, Kenichi (1965-01-01). "Stereoselectivity associated with noncycloaddition to unsaturated bonds". Tetrahedron Letters. 6 (28): 2427–2432. doi:10.1016/S0040-4039(00)90203-X. ISSN 0040-4039.
  • Srinivasan, R. (1968-07-01). "Mechanism of the photochemical valence tautomerization of 1,3-butadienes". Journal of the American Chemical Society. 90 (16): 4498–4499. doi:10.1021/ja01018a080. ISSN 0002-7863.
  • Winter, Rudolph Ernst K. (1965-01-01). "The preparation and isomerization of cis- and trans-3,4-dimethylcyclobutene". Tetrahedron Letters. 6 (17): 1207–1212. doi:10.1016/S0040-4039(01)83997-6. ISSN 0040-4039.
  • Berson, Jerome A.; Nelson, George L. (1967-10-01). "Inversion of configuration in the migrating group of a thermal 1,3-sigmatropic rearrangement". Journal of the American Chemical Society. 89 (21): 5503–5504. doi:10.1021/ja00997a065. ISSN 0002-7863.
  • Farahani, Pooria; Baader, Wilhelm J. (2017-02-16). "Unimolecular Decomposition Mechanism of 1,2-Dioxetanedione: Concerted or Biradical? That is the Question!". The Journal of Physical Chemistry A. 121 (6): 1189–1194. Bibcode:2017JPCA..121.1189F. doi:10.1021/acs.jpca.6b10365. ISSN 1089-5639. PMID 28094939.