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- Woodward–Hoffmann_rules abstract "The Woodward–Hoffmann rules, devised by Robert Burns Woodward and Roald Hoffmann, are a set of rules in organic chemistry predicting the barrier heights of pericyclic reactions based upon conservation of orbital symmetry. The Woodward–Hoffmann rules can be applied to understand electrocyclic reactions, cycloadditions (including cheletropic reactions), sigmatropic reactions, and group transfer reactions. Reactions are classified as allowed if the electronic barrier is low, and forbidden if the barrier is high. Forbidden reactions can still take place but require significantly more energy.The Woodward–Hoffmann rules were first formulated to explain the striking stereospecificity of electrocyclic reactions under thermal and photochemical control. Thermolysis of the substituted cyclobutene trans-1,2,3,4-tetramethylcyclobutene (1) gave only one diastereomer, the (E,E)-3,4-dimethyl-2,4-hexadiene (2) as shown below; the (Z,Z) and the (E,Z) diastereomers were not detected in the reaction. Similarly, thermolysis of cis-1,2,3,4-tetramethylcyclobutene (3) gave only the (E,Z) diastereomer (4).Due to their elegance and simplicity, the Woodward–Hoffmann rules are credited with first exemplifying the power of molecular orbital theory to experimental chemists. Hoffmann was awarded the 1981 Nobel Prize in Chemistry for this work, shared with Kenichi Fukui who developed a similar model using frontier molecular orbital (FMO) theory; because Woodward had died two years before, he was not eligible to win what would have been his second Nobel Prize for Chemistry.".
- Woodward–Hoffmann_rules thumbnail Stereospecificity_electrocyclic_ring_opening1.png?width=300.
- Woodward–Hoffmann_rules wikiPageID "3373570".
- Woodward–Hoffmann_rules wikiPageRevisionID "577228083".
- Woodward–Hoffmann_rules subject Category:Physical_organic_chemistry.
- Woodward–Hoffmann_rules comment "The Woodward–Hoffmann rules, devised by Robert Burns Woodward and Roald Hoffmann, are a set of rules in organic chemistry predicting the barrier heights of pericyclic reactions based upon conservation of orbital symmetry. The Woodward–Hoffmann rules can be applied to understand electrocyclic reactions, cycloadditions (including cheletropic reactions), sigmatropic reactions, and group transfer reactions.".
- Woodward–Hoffmann_rules label "Reglas de Woodward-Hoffmann".
- Woodward–Hoffmann_rules label "Regole di Woodward-Hoffmann".
- Woodward–Hoffmann_rules label "Regras de Woodward-Hoffmann".
- Woodward–Hoffmann_rules label "Woodward-Hoffmann-Regeln".
- Woodward–Hoffmann_rules label "Woodward-Hoffmann-regels".
- Woodward–Hoffmann_rules label "Woodward–Hoffmann rules".
- Woodward–Hoffmann_rules label "Правило Вудворда — Хофмана".
- Woodward–Hoffmann_rules label "ウッドワード・ホフマン則".
- Woodward–Hoffmann_rules label "分子轨道对称守恒原理".
- Woodward–Hoffmann_rules sameAs Woodward%E2%80%93Hoffmann_rules.
- Woodward–Hoffmann_rules sameAs Woodward-Hoffmann-Regeln.
- Woodward–Hoffmann_rules sameAs Reglas_de_Woodward-Hoffmann.
- Woodward–Hoffmann_rules sameAs Regole_di_Woodward-Hoffmann.
- Woodward–Hoffmann_rules sameAs ウッドワード・ホフマン則.
- Woodward–Hoffmann_rules sameAs Woodward-Hoffmann-regels.
- Woodward–Hoffmann_rules sameAs Regras_de_Woodward-Hoffmann.
- Woodward–Hoffmann_rules sameAs Q899608.
- Woodward–Hoffmann_rules sameAs Q899608.
- Woodward–Hoffmann_rules wasDerivedFrom Woodward–Hoffmann_rules?oldid=577228083.
- Woodward–Hoffmann_rules depiction Stereospecificity_electrocyclic_ring_opening1.png.