Zusammenfassung
An understanding of how stereogenic centers can influence the construction of a new metalated chirality center requires profound investigations concerning coordination and aggregation effects. A racemic silicon-stereogenic aminomethoxysilane (2) was chosen as the starting compound, which is additionally equipped with a (trimethylsilyl)methylene bridge and an aminomethyl function. Metalation of 2 ...
Zusammenfassung
An understanding of how stereogenic centers can influence the construction of a new metalated chirality center requires profound investigations concerning coordination and aggregation effects. A racemic silicon-stereogenic aminomethoxysilane (2) was chosen as the starting compound, which is additionally equipped with a (trimethylsilyl)methylene bridge and an aminomethyl function. Metalation of 2 with tert-butyllithium led to the inversion-symmetric dimer (u-3)(2), which shows an unusual coordination mode with intramolecular agostic C-H center dot center dot center dot Li interactions capping the three-coordinate trigonal-planar lithium centers. Compound 3 was characterized by X-ray crystallography and NMR spectroscopy in solution. Reaction of the lithiated intermediate 3 with chlorotrimethylstannane provided the first insight into the configurational stability of the metalated stereogenic center.
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