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A Stable Silaborene:  Synthesis and Characterization

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Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan
Cite this: J. Am. Chem. Soc. 2006, 128, 2, 422–423
Publication Date (Web):December 15, 2005
https://doi.org/10.1021/ja0570741
Copyright © 2006 American Chemical Society
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Abstract

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A stable silicon−boron doubly bonded compound, silaborene (2), was synthesized by the reaction of 1,1-dilithiosilane (1) with dichloro(2,2,6,6-tetramethylpiperidino)borane in toluene. The X-ray crystallographic analysis of 2 revealed that the >SiB−N< framework is almost linear (176.87(13)°) with an Si−B bond length of 1.8379(17) Å, which is about 10% shorter than typical Si−B single bonds. The silaborene 2 reacted with lithium trimethylsilylacetylide at 60 °C in DME to give the corresponding silaborenide (4-·[Li(dme)3]+), whose reddish-orange crystals were isolated as the solvent separated ion pair. The X-ray analysis of 4-·[Li(dme)3]+ showed that the Si−B bond length (1.933(3) Å) is longer than that of 2, but still shorter than typical Si−B single bonds. These structural features indicate that 4- has double bond character involving the >SiB<- resonance structure.

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Experimental procedures and spectral data for 2 and 4-·[Li(dme)3]+, calculated geometries for 3 and 5-, and tables of crystallographic data including atomic positional and thermal parameters for 2 and 4-·[Li(dme)3]+ (PDF, CIF). This material is available free of charge via the Internet at http://pubs.acs.org.

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