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Bis(2-naphthyl-meth-yl)diphenyl-silane.
Thomas Blake Monroe1, Andy A Thomas, Daniel S Jones
1Department of Chemistry, The University of North Carolina at Charlotte, 9201 University City Blvd, Charlotte, NC 28223, USA.
Summary
A novel silicon compound was synthesized as a standard for diffusion-ordered NMR spectroscopy. Its molecular structure features near-perpendicular naphthalene and phenyl rings, with molecules forming columns in crystal packing.
Area of Science:
- Organosilicon Chemistry
- Crystallography
- Spectroscopy
Background:
- Diffusion-ordered NMR spectroscopy (DOSY) requires reliable internal standards for accurate measurements.
- Understanding the molecular and crystal structure of potential standards is crucial for their application.
Purpose of the Study:
- To synthesize and characterize a novel organosilicon compound, C(34)H(28)Si, for use as an internal standard in diffusion-ordered NMR spectroscopy.
- To elucidate the molecular geometry and crystal packing of the synthesized compound.
Main Methods:
- Chemical synthesis of the title compound.
- Single-crystal X-ray diffraction analysis to determine molecular and crystal structure.
- Analysis of molecular packing and intermolecular interactions.
Main Results:
- The title compound, C(34)H(28)Si, was successfully prepared.
- The silicon atom is tetrahedrally coordinated by four ligands.
- The crystal structure reveals near-perpendicular arrangements between naphthalene systems and between naphthalene and phenyl rings (angles of ~86°).
- Molecules pack in columns along the a axis, stabilized by arene C-H⋯π(arene) interactions.
Conclusions:
- The synthesized organosilicon compound is suitable as an internal standard for diffusion-ordered NMR spectroscopy.
- The detailed structural analysis provides insights into the solid-state behavior of this class of compounds.
- The observed intermolecular interactions contribute to the columnar crystal packing.
