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The Mechanism of Ozonolysis Revisited by 17 O‐NMR Spectroscopy
Author(s) -
Geletneky Christian,
Berger Stefan
Publication year - 1998
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199808)1998:8<1625::aid-ejoc1625>3.0.co;2-l
Subject(s) - ozonolysis , chemistry , nuclear magnetic resonance spectroscopy , benzaldehyde , mechanism (biology) , spectroscopy , ether , reaction mechanism , organic chemistry , photochemistry , computational chemistry , stereochemistry , philosophy , physics , epistemology , quantum mechanics , catalysis
The mechanism of ozonolysis was revisited with the use of 17 O‐NMR spectroscopy. In a crossover experiment with 17 O‐labelled benzaldehyde and the ozonides of styrene and ethylidenecyclohexane it was shown that only the ether bridge of the secondary ozonides is carrying the 17 O label. This is contrary to results reported earlier and confirms the Criegee mechanism.