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Observation of a Transient Intermediate in Soai’s Asymmetric Autocatalysis: Insights from 1 H NMR Turnover in Real Time
Author(s) -
Gehring Timo,
Quaranta Michela,
Odell Barbara,
Blackmond Donna G.,
Brown John M.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201203398
Subject(s) - autocatalysis , transient (computer programming) , chemistry , alkoxide , aldehyde , computer science , catalysis , organic chemistry , operating system
Caught in the act : 1 H NMR spectroscopy was used to monitor the loss of reactant and formation of product during the induction and burst phases of Soai's autocatalysis reaction. A transient intermediate was observed at 0 °C and identified as an alkoxyacetal formed from one aldehyde and two alkoxide moieties (see picture).