Stable Silapyramidanes
Taiki Imagawa, Luisa Giarrana, Diego M. Andrada, Bernd Morgenstern, Masaaki Nakamoto, David Scheschkewitz
Abstract
Starting from tetrakis(trimethylsilyl)cyclobutadiene and an amidinate-supported silylene of the Roesky-type, a sequence of addition and reduction cleanly gives the elusive silapyramidane via an isolable cyclobutene intermediate with an exocyclic Si═C bond. The silapyramidane features an unusually shielded 29 Si NMR resonance at −448.3 ppm for the apex silicon atom. Treatment with Fe 2 (CO) 9 results in the formation of the corresponding silapyramidane–iron complex. Silapyramidane also reacts with the cyclobutadiene starting material to cleanly afford a fluorescent spirobis(silole).
Topics & Concepts
ChemistryCyclobutadieneSilyleneTrimethylsilylCyclobuteneSiliconDouble bondSequence (biology)Resonance (particle physics)StereochemistryPhotochemistryComputational chemistryMedicinal chemistryCrystallographyPolymer chemistryMoleculeOrganic chemistryRing (chemistry)Particle physicsBiochemistryPhysicsOrganoboron and organosilicon chemistrySynthesis and characterization of novel inorganic/organometallic compoundsCoordination Chemistry and Organometallics