Isolation of a Relatively Air-Stable, Bulky Silyl-Substituted, Neutral Silicon-Centered Radical

Richard Holzner; Alexander Kaushansky; Boris Tumanskii; Philipp Frisch; Fabian Linsenmann; Shigeyoshi Inoue

doi:10.1002/ejic.201900522

Isolation of a Relatively Air-Stable, Bulky Silyl-Substituted, Neutral Silicon-Centered Radical

Richard Holzner
, Alexander Kaushansky
, Boris Tumanskii
, Philipp Frisch
, Fabian Linsenmann
, Shigeyoshi Inoue

Chair of Silicon Chemistry

Technical University of Munich
Technion - Israel Institute of Technology

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

5 Scopus citations

Abstract

The bulky supersilyl-substituted (^tBu₃Si) silicon-centered radical 1 was synthesized and fully characterized by single-crystal X-ray crystallography, cyclic voltammetry (CV), and EPR spectroscopy. With its extremely sterically encumbered radical center, 1 is stable in the solid state in air for 16 hours without showing signs of decomposition. Thus 1 is the most robust trisilyl-substituted silyl radical to date and a promising candidate for application as electrode material in organic radical batteries. Furthermore, it was found to be a strong dehalogenation reagent and therefore might find application in organic syntheses.

Original language	English
Pages (from-to)	2977-2981
Number of pages	5
Journal	European Journal of Inorganic Chemistry
Volume	2019
Issue number	25
DOIs	https://doi.org/10.1002/ejic.201900522
State	Published - 7 Jul 2019

Keywords

Dehalogenation
Materials science
Radicals
Silicon
Steric hindrance

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10.1002/ejic.201900522

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title = "Isolation of a Relatively Air-Stable, Bulky Silyl-Substituted, Neutral Silicon-Centered Radical",

abstract = "The bulky supersilyl-substituted (tBu3Si) silicon-centered radical 1 was synthesized and fully characterized by single-crystal X-ray crystallography, cyclic voltammetry (CV), and EPR spectroscopy. With its extremely sterically encumbered radical center, 1 is stable in the solid state in air for 16 hours without showing signs of decomposition. Thus 1 is the most robust trisilyl-substituted silyl radical to date and a promising candidate for application as electrode material in organic radical batteries. Furthermore, it was found to be a strong dehalogenation reagent and therefore might find application in organic syntheses.",

keywords = "Dehalogenation, Materials science, Radicals, Silicon, Steric hindrance",

author = "Richard Holzner and Alexander Kaushansky and Boris Tumanskii and Philipp Frisch and Fabian Linsenmann and Shigeyoshi Inoue",

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T1 - Isolation of a Relatively Air-Stable, Bulky Silyl-Substituted, Neutral Silicon-Centered Radical

AU - Holzner, Richard

AU - Kaushansky, Alexander

AU - Tumanskii, Boris

AU - Frisch, Philipp

AU - Linsenmann, Fabian

AU - Inoue, Shigeyoshi

PY - 2019/7/7

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N2 - The bulky supersilyl-substituted (tBu3Si) silicon-centered radical 1 was synthesized and fully characterized by single-crystal X-ray crystallography, cyclic voltammetry (CV), and EPR spectroscopy. With its extremely sterically encumbered radical center, 1 is stable in the solid state in air for 16 hours without showing signs of decomposition. Thus 1 is the most robust trisilyl-substituted silyl radical to date and a promising candidate for application as electrode material in organic radical batteries. Furthermore, it was found to be a strong dehalogenation reagent and therefore might find application in organic syntheses.

AB - The bulky supersilyl-substituted (tBu3Si) silicon-centered radical 1 was synthesized and fully characterized by single-crystal X-ray crystallography, cyclic voltammetry (CV), and EPR spectroscopy. With its extremely sterically encumbered radical center, 1 is stable in the solid state in air for 16 hours without showing signs of decomposition. Thus 1 is the most robust trisilyl-substituted silyl radical to date and a promising candidate for application as electrode material in organic radical batteries. Furthermore, it was found to be a strong dehalogenation reagent and therefore might find application in organic syntheses.

KW - Dehalogenation

KW - Materials science

KW - Radicals

KW - Silicon

KW - Steric hindrance

UR - https://www.scopus.com/pages/publications/85067394089

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DO - 10.1002/ejic.201900522

M3 - Article

AN - SCOPUS:85067394089

SN - 1434-1948

VL - 2019

SP - 2977

EP - 2981

JO - European Journal of Inorganic Chemistry

JF - European Journal of Inorganic Chemistry

IS - 25

ER -

Isolation of a Relatively Air-Stable, Bulky Silyl-Substituted, Neutral Silicon-Centered Radical

Abstract

Keywords

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