Novel aryl-substituted silanes Part II: Synthesis and characterization of diaryl silicon dihydrides

GRAPHICAL ABSTRACT

ABSTRACT

A series of novel and previously published silicon dihydrides, R₂SiH₂ (R = benzyl, fluorenyl, p-tolyl, p-n-butyl, p-biphenyl, m-tolyl, o-tolyl, 2,4-xylyl, 2,6-xylyl, p-biphenyl, 1-naphthyl, 9-anthracenyl), were synthesized and characterized using ¹H, ¹³C, and ²⁹Si NMR spectroscopy. Effects of substituent bulk on ²⁹Si NMR shifts are compared between reported silicon dihydrides species and novel dihydrides herein. In addition, single crystal X-ray diffraction was employed to elucidate the molecular structure of all solid silicon dihydrides and the at room temperature liquid p-tolyl₂SiH₂. These compounds display non-covalent intermolecular interactions in the form of edge to face, π−π stacking, and CH₃···π interactions. The dependency of substituent type on the nature of interactions present will be highlighted and discussed.

KEYWORDS:

• Silicon dihydrides
• ²⁹Si NMR
• solid state structures
• intermolecular interactions

Funding

This work was supported by the NAWI Graz project, collaboration between the Graz University of Technology and the Graz University.