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A Stable Neutral Stannaaromatic Compound:  Synthesis, Structure and Complexation of a Kinetically Stabilized 2-Stannanaphthalene

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Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan
Cite this: J. Am. Chem. Soc. 2006, 128, 4, 1050–1051
Publication Date (Web):January 6, 2006
https://doi.org/10.1021/ja057531d
Copyright © 2006 American Chemical Society
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Abstract

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A kinetically stabilized 2-stannanaphthalene, the first example of a stable, neutral aromatic compound containing a tin atom, has been synthesized and fully characterized. The results of spectroscopic and crystallographic structural analyses of the compound and theoretical calculations using model compounds strongly suggest that it has a delocalized 10π-electron ring system as does naphthalene. In addition, it was found to behave as an η6-arene ligand in the ligand exchange reaction with [Cr(CH3CN)3(CO)3] giving the first stable η6-2-stannanaphthalene chromium complex.

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Experimental procedures and spectral data for new compounds, crystallographic data for 1a and 6a, Tables S1 and S2, Figure S1, UV/vis spectrum of 1a (Figure S2), and the optimized structures of 1b−d (Tables S3-S5). This material is available free of charge via the Internet at http://pubs.acs.org.

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