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Walk Rearrangement in the 1,2,3,4‐Tetra‐ tert ‐butylhydroxycyclobutenylium Ion
Author(s) -
Maier Günther,
Emrich Rolf,
Kalinowski HansOtto
Publication year - 1985
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.198504291
Subject(s) - tetra , ion , chemistry , inversion (geology) , stereochemistry , photochemistry , medicinal chemistry , organic chemistry , geology , paleontology , structural basin
Contrary to the predictions of the Woodward‐Hoffmann rules, the walk rearrangement (1) proceeds with inversion at the migrating C atom. The cause is an unusually strongly pronounced secondary orbital interaction.
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