Premium
Cover Picture: Isomerization of Triphenylmethoxyl: The Wieland Free‐Radical Rearrangement Revisited a Century Later (Angew. Chem. Int. Ed. 34/2010)
Author(s) -
DiLabio Gino A.,
Ingold K. U.,
Lin Shuqiong,
Litwinienko Grzegorz,
Mozenson Olga,
Mulder Peter,
Tidwell Thomas T.
Publication year - 2010
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.201003622
Subject(s) - isomerization , cover (algebra) , chemistry , courtesy , photochemistry , polymer science , philosophy , organic chemistry , catalysis , mechanical engineering , linguistics , engineering
A new lesson from old wisdom In 1911, Wieland provided the first demonstration of a radical rearrangement by studying the products obtained in the thermal decomposition of Ph 3 COOCPh 3 . In their Communication on page 5982 ff., K. U. Ingold et al. determine the rate constant for this isomerization both experimentally and by DFT calculations. In contrast to previous photochemically based findings, their results vindicate Wieland′s observations and thus provide a cautionary tale for photochemists. Photo reprinted courtesy of the Faculty of Chemistry and Pharmacy of the University of München.