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NMR spectroscopy of organolithium compounds, part XIX1 reaction of (Z)-1,2-Bis(trimethylsilyl)-1-phenylethene with lithium: Dianion formation, schlenk dimerization, and 13C,6Li coupling in a benzyllithium system

✍ Scribed by Bernd Böhler; Dietmar Hüls; Harald Günther


Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
243 KB
Volume
37
Category
Article
ISSN
0040-4039

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✦ Synopsis


Lithium reduction of (Z)-l,2-bis(trimethylsilyl)-l-phenylethene (l) yields the dianion of the (E)-isomer (3) and via Schlenk dimerization dilithium 1.4-diyl-l,4-diphenyl-l,2,3,4-tetrakis(trimethylsilyl)butane (4). The NMR parameters for both systems are reported and their solution structures are discussed. The formation of 4 is reversible and a unique feature of 4 is the scalar Ij(13C.6Li) spin-spin coupling constant of 2.7 Hz for the C-Li bond. which is resolved even at room temperature.