Dimesitylneopentylgermene, a new stable germene

Couret, C.; Escudié, J.; Delpon‐Lacaze, G.; Satgé, J.

doi:10.1021/om00046a010

Cited by 50 publications

(36 citation statements)

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“…Note that the reactions of organolithium compounds with chlorosilanes normally involve Si--CI bonds rather than Si--H bonds and that attempts to dehydrochtorihate chloro(fluorenyl)silanes by treatment with RLi result only in the formation of lithium salts of dialkylchlorosilylfluorene, is, 17 The structure of 7a was proved unambiguously by its IH, 13C, and 29Si NMR spectra. The occurrence of the strong intramolecular N--~Si coordination bond is clearly manifested in the 1H NMR spectrum as nonequivalence of the Me groups at the nitrogen atom and the protons of the CH 2 group, which gives an AX spectrum with a typical value of 14.5 Hz for the geminal spin-spin coupling.…”

Section: Amentioning

confidence: 99%

Synthesis of the first kinetically stable dibenzosilafulvene

et al. 1998

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The first stable dibenzosilafulvene, 9-{[8-(dimethylaminomethyl)-l-naphthyllphenylsil-1-ylium}fluoren-9-ide (Ta), was obtained in one step from 9-fluorenyllithium and chloro[8-(dimethylarninomethyl)-l-naphthyllphenylsilane as a stable solvate with THF. The structure of the zwitterionic compound 7a was established by IH, 13C, and 29Si NMR in solution and in the solid state. The reactions of compound 7a with crotonaldehyde, ethanol, and triethylethylidenephosphorane are described. 1"he data on the synthesis of alkoxy-and alkylthiochloro-9-fluorenylsilanes and their phosphortium salts are given.

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Section: Amentioning

confidence: 99%

Synthesis of the first kinetically stable dibenzosilafulvene

et al. 1998

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“…Germane 6 is then made from the addition of vinylmagnesium bromide to Mes 2 GeF 2 according to the published procedure. 17 As a precaution, slightly less than 1 equiv of t-BuLi was used in the addition of t-BuLi to fluorovinylsilane 5 (or -germane 6) to prevent polymerization of the tetrelene. After addition of the organometallic reagent to the tetrelene and quenching of the reaction mixture with methanol, the products were purified by preparative thin-layer chromatography and characterized by IR and NMR spectroscopy and mass spectrometry.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Addition of Organometallic Reagents to a Stable Silene and Germene

et al. 2015

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A variety of alkyllithium (R = Me, Bu, t-Bu) reagents and potassium tert-butoxide were added to the highly reactive silene Mes 2 SiCHCH 2 t-Bu (1) and the germene Mes 2 GeCHCH 2 t-Bu (4) in diethyl ether. 1,2-Addition products were obtained regioselectively and in good yield after treatment with a weak acid with no evidence for any rearrangement products and no polymerization observed. The reactivity of the silene 1 and germene 4 toward organometallic reagents is compared to previous studies of analogous silenes and germenes.

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“…This synthetic route has been used extensively for other germenes 1p . In connection with this method, the treatment of fluorovinylgermane 50 with t-BuLi resulted in the formation of dimesitylneopentylgermene 51 via an addition-elimination reaction (Scheme 17) 48 .…”

Section: Synthesis Of Germenesmentioning

confidence: 99%