Preparation of a Silanone through Oxygen Atom Transfer to a Stable Cyclic Silylene

Michael M. Linden; Hans Peter Reisenauer; Dennis Gerbig; Miriam Karni; Annemarie Schaefer; Thomas Mueller; Yitzhak Apeloig; Peter R. Schreiner; Annemarie Schäfer; Thomas Müller

doi:10.1002/anie.201501844

Preparation of a Silanone through Oxygen Atom Transfer to a Stable Cyclic Silylene

Michael M. Linden, Hans Peter Reisenauer, Dennis Gerbig, Miriam Karni, Annemarie Schaefer, Thomas Mueller, Yitzhak Apeloig, Peter R. Schreiner, Annemarie Schäfer, Thomas Müller

Technion - Israel Institute of Technology

Research output: Contribution to journal › Article › peer-review

Abstract

We report the evaporation of a stable cyclic silylene and its oxidation (with ozone or N₂O) 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 C-H 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.

Original language	English
Pages (from-to)	12404-12409
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	42
DOIs	https://doi.org/10.1002/anie.201501844
State	Published - 12 Oct 2015

Keywords

IR spectroscopy
density functional calculations
matrix isolation
oxygen atom transfer
silicon

All Science Journal Classification (ASJC) codes

General Chemistry
Catalysis

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10.1002/anie.201501844

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title = "Preparation of a Silanone through Oxygen Atom Transfer to a Stable Cyclic Silylene",

abstract = "We report the evaporation of a stable cyclic silylene and its oxidation (with ozone or N2O) 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 C-H 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.",

keywords = "IR spectroscopy, density functional calculations, matrix isolation, oxygen atom transfer, silicon",

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doi = "10.1002/anie.201501844",

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T1 - Preparation of a Silanone through Oxygen Atom Transfer to a Stable Cyclic Silylene

AU - Linden, Michael M.

AU - Reisenauer, Hans Peter

AU - Gerbig, Dennis

AU - Karni, Miriam

AU - Schaefer, Annemarie

AU - Mueller, Thomas

AU - Apeloig, Yitzhak

AU - Schreiner, Peter R.

AU - Schäfer, Annemarie

AU - Müller, Thomas

PY - 2015/10/12

Y1 - 2015/10/12

N2 - We report the evaporation of a stable cyclic silylene and its oxidation (with ozone or N2O) 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 C-H 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.

AB - We report the evaporation of a stable cyclic silylene and its oxidation (with ozone or N2O) 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 C-H 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.

KW - IR spectroscopy

KW - density functional calculations

KW - matrix isolation

KW - oxygen atom transfer

KW - silicon

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U2 - 10.1002/anie.201501844

DO - 10.1002/anie.201501844

M3 - مقالة

SN - 1433-7851

VL - 54

SP - 12404

EP - 12409

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 42

ER -

Preparation of a Silanone through Oxygen Atom Transfer to a Stable Cyclic Silylene

Abstract

Keywords

All Science Journal Classification (ASJC) codes

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