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Tin-Centered Radical and Cation:  Stable and Free

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Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan
Cite this: J. Am. Chem. Soc. 2003, 125, 31, 9250–9251
Publication Date (Web):July 11, 2003
https://doi.org/10.1021/ja030156+
Copyright © 2003 American Chemical Society
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Abstract

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The first stable stannyl radical (tBu2MeSi)3Sn•(1) has been synthesized by the reaction of tBu2MeSiNa 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 (tBu2MeSi)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.

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Experimental procedures, spectral data of 1 and 2, tables of crystallographic data including atomic positional and thermal parameters for 1 and 2, EPR chart of 1, NMR charts of 2 (PDF and CIF). This material is available free of charge via the Internet at http://pubs.acs.org.

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