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The Wolff Rearrangement of α‐Diazo Carbonyl Compounds
Author(s) -
Meier Herbert,
Zeller KlausPeter
Publication year - 1975
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.197500321
Subject(s) - diazo , wolff rearrangement , antiaromaticity , chemistry , reactivity (psychology) , photochemistry , computational chemistry , organic chemistry , molecule , aromaticity , medicine , alternative medicine , pathology
The readily accessible α‐diazo carbonyl compounds are distinguished by their high reactivity, which opens up a variety of preparative applications under modified conditions. Wolff rearrangements of these compounds, induced thermally, photochemically, or catalytically, afford ketenes. Free and complexed carbenes, 1,3‐dipoles, 1,3‐diradicals, and the antiaromatic oxirenes have been considered as intermediates or transition states. The present progress report attempts to integrate preparative and theoretical aspects.