Tin-Centered Radical and Cation:  Stable and Free

The first stable stannyl radical ( t Bu2MeSi)3Sn• (1) has been synthesized by the reaction of t Bu2MeSiNa with SnCl2−dioxane in diethyl ether. The X-ray crystal structure and electron paramagnetic resonance (EPR) data of this radical show that 1 has a planar geometry, being a π-radical in both the s...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2003-08, Vol.125 (31), p.9250-9251
Main Authors: Sekiguchi, Akira, Fukawa, Tomohide, Lee, Vladimir Ya, Nakamoto, Masaaki
Format: Article
Language:English
Subjects:
Chemistry
Condensed matter: structure, mechanical and thermal properties
Exact sciences and technology
Ge, sn, pb derivatives
Organic chemistry
Organic compounds
Organometalloidal and organometallic compounds
Physics
Preparations and properties
Structure of solids and liquids
crystallography
Structure of specific crystalline solids
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Summary:The first stable stannyl radical ( t Bu2MeSi)3Sn• (1) has been synthesized by the reaction of t Bu2MeSiNa with SnCl2−dioxane in diethyl ether. The X-ray crystal structure and electron paramagnetic resonance (EPR) data of this radical show that 1 has a planar geometry, being a π-radical in both the solid and the liquid states. One-electron oxidation of 1 with Ph3C+·B(C6F5)4 - in benzene quantitatively produced the corresponding cation ( t Bu2MeSi)3Sn+·B(C6F5)4 - (2), representing the stable free stannylium ion that has been fully characterized by X-ray analysis and NMR data. Being free, 2 features a record downfield shifted resonance for stannylium ions:  +2653 ppm.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja030156+