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Cover Picture: Breaking Down Barriers: The Liaison Between Sigmatropic Shifts, Electrocyclic Reactions, and Three‐Center Cations (Angew. Chem. Int. Ed. 47/2003)
Author(s) -
Hoffmann Roald,
Tantillo Dean J.
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200390626
Subject(s) - sigmatropic reaction , electrocyclic reaction , chemistry , cover (algebra) , center (category theory) , proton , transition state , hydride , carbene , computational chemistry , stereochemistry , crystallography , physics , catalysis , organic chemistry , hydrogen , bicyclic molecule , quantum mechanics , mechanical engineering , engineering
Orbital‐symmetry control was initially explored almost 40 years ago. However, new principles can still be discovered: There is a striking congruence in the geometries of the transition states (not reactants and products) of electrocyclic reactions and sigmatropic shifts related by a proton. A link between these reactions and three‐center hydride transfers in a cation is forged, and the idea of a transition‐state proton affinity is reintroduced by R. Hoffmann and D. J. Tantillo in their Communication on page 5877 ff.