Stable Push–Pull Disilene: Substantial Donor–Acceptor Interactions through the SiSi Double Bond

The push–pull effect has been widely used to effectively tune π-electron systems. Herein, we report the synthesis and properties of 1-amino-2-boryldisilene 1 as the first push–pull disilene. Its spectroscopic and structural features show substantial interactions between the SiSi double bond and the...

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Veröffentlicht in:Journal of the American Chemical Society 2017-12, Vol.139 (50), p.18146-18149
Hauptverfasser: Kosai, Tomoyuki, Iwamoto, Takeaki
Format: Artikel
Sprache:eng
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Zusammenfassung:The push–pull effect has been widely used to effectively tune π-electron systems. Herein, we report the synthesis and properties of 1-amino-2-boryldisilene 1 as the first push–pull disilene. Its spectroscopic and structural features show substantial interactions between the SiSi double bond and the amino and boryl substituents. The π → π* absorption band of 1 is remarkably red-shifted compared to that of the corresponding alkyl-substituted disilene 2. Treatment of 1 with H2 resulted in the cleavage of two molecules of H2 under concomitant formation of the corresponding trihydridodisilane and hydroborane.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.7b09989