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Preparation of a Silanone through Oxygen Atom Transfer to a Stable Cyclic Silylene
Author(s) -
Linden Michael M.,
Reisenauer Hans Peter,
Gerbig Dennis,
Karni Miriam,
Schäfer Annemarie,
Müller Thomas,
Apeloig Yitzhak,
Schreiner Peter R.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201501844
Subject(s) - silylene , intramolecular force , matrix isolation , chemistry , reactivity (psychology) , density functional theory , silane , molecule , infrared spectroscopy , infrared , photochemistry , silicon , computational chemistry , stereochemistry , organic chemistry , medicine , physics , alternative medicine , pathology , optics
We report the evaporation of a stable cyclic silylene and its oxidation (with ozone or N 2 O) through oxygen atom transfer to form the corresponding silanone under matrix isolation conditions. As uncomplexed silanones are rare owing to their very high reactivity, this method provides an alternative route to these sought‐after molecules. The silanone, as well as a novel bicyclic silane with a bridgehead silicon atom derived from an intramolecular silylene CH bond insertion, were characterized by comparison of high‐resolution infrared spectra with density functional theory (DFT) computations at the M06‐2X/cc‐pVDZ level of theory.