Synthesis, characterization, and structures of 1‐(9‐Fluorenyl)‐germatrane and 1‐(Phenylacetylenyl)germatrane

Abstract

Syntheses of the title compounds, viz. yses, 'H and 13C NMR spectroscopy. 2 and 4 were character-N(CH2CH20)3GeY (2 Y = Fluorenyl; 4 Y = PhC=C) by the ized by mass spectrometry. Single crystal structures of 1, 2 reaction of X3GeY (1 Y = Fluorenyl, X = Br; 5 Y = PhCGC, and 4 were determined by X-ray diffraction methods. X = Cl) with N ( C H Z C H~O S~R~)~ (3 R = Et; 6 R = Bu) are reported including the preparation of the new compound 1. Darstellung, Charakterisierung und Strukturen von 1-(9-Fluorenyl)germatran and 1-( Phenylacetyleny1)germatran Inhaltsiibersicht. Uber die Synthesen der Titelverbindungen, neuen Verbindung 1 wird beschrieben. Die Strukturen der namlich N(CH2CH20)3GeY (2 Y = Fluorenyl; 4 Verbindungen wurden durch Elementaranalysen sowie mit-Y = PhC=C) durch Reaktion von X3GeY (1 Y = Fluorenyl, tels 'H and I3C NMR-Spektroskopie bestimmt, 2 und 4 mas-X = Br; 5 Y = PhC=C, X = C1) mit N(CH2CH20SnR3)3 (3 senspektrometrisch charakterisiert. 1, 2 und 4 wurden mit R = Et; 6 R = Bu) wird berichtet und die Darstellung der Rontgenbeugungsmethoden analysiert.

Bromination of silatranyl‐, germatranyl‐, silyl‐, and germyl‐phenylacetylenes

“…The solid precipitated after a while was filtered off, washed with hexane, and dried in vacuo. As a result, 0.57 g (52%) of Z- 15 …”

Synthesis and Characterisation of 1-[9-(H, Me3Si, Me3Ge, Me3Sn)9-Fluorenyl]-3,7,10-trimethylgermatranes. The Crystal Structure Analysis of 1-(9-Fluorenyl)-3,7,10-trimethylgermatrane

“…This behaviour is analogous to that observed for 1-allylgermatrane [2] and 1-fluorenylgermatrane [1] and is assumed to be a reflection of the relative bond strength of the Ge±O ring bonds. In the case of 13 a peak of highest intensity corresponds to the parent ion resulting from the loss of one methyl group.…”

“…Germatranes 1±3 were synthesized by the reaction of tribromogermylfluorenes 4±6 with trialkylstannyl ethers of triisopropanolamine 7, 8 according to published procedures [1] (Scheme 1).…”

“…tribromogermylfluorenes 5, 6, we used the method described for 4 in [1], e. g. treatment of 9-bromo-9-trimethylsilylfluorene (9) and 9-bromo-9-trimethylgermylfluorene (10) with GeBr 2´d ioxane. We also wished to develope a synthetic route to trihalogenogermylfluorenes using the easier accessible GeCl 2´d ioxane.…”

“…Recently, we described the synthesis and structure of 1-(9-fluorenyl)germatrane [1]. In continuation of our systematic studies on the chemistry of functionalised germatranes [1±4], we report here on the synthesis of a novel series of germatranes, viz.…”