Abstract
The title compounds, C13H18O3Si (1) and C18H20O3Si (2), represent functional-izable di-hydro-furan-ylsilanes, which permit substitution by a variety of nucleophiles. The crystal structures of 1 and 2 display weak inter-molecular C-H⋯O hydrogen-bonding inter-actions (qu-anti-fied by Hirshfeld surface analysis), leading to a two-dimensional supra-molecular network for 1 and a one-dimensional supra-molecular network for 2. The crystal structures of 1 and 2 were refined both on the basis of the independent atom model (IAM) and the Hirshfeld atom refinement (HAR) approach, and the results are comparatively discussed.
Highlights
The title compounds, C13H18O3Si (1) and C18H20O3Si (2), represent functionalizable dihydrofuranylsilanes, which permit substitution by a variety of nucleophiles
The dihydrofuranyl group (DHF) group shows a significant increase in reactivity and selectivity in the bond cleavage of Si—C bonds, which can extend the selectivity profile of functionalized organosilanes (Koller et al, 2017)
The pre-coordination by a methoxy group plays an important role in the control of reactions with metalcontaining nucleophiles and leads to the question of whether this applies to the DHF group (Barth et al, 2019)
Summary
The silicon atom in 1 has a slightly distorted tetrahedral environment, as shown by the deviation of the C—Si—C angles from the ideal value of 109.47. This flexibility is often observed for Si—C single bonds (Otte et al, 2017; Glidewell & Sheldrick, 1971; Kuckmann et al, 2005). Slight deviations in the C C double bond of the DHF group can be observed and the trend shows that the double bonds from HAR refinement are slightly longer
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