Carbon Monoxide Coupling Reactions via a Frustrated Lewis Pair-Derived η<sup>2</sup>-Formyl Borane
Qiu Sun, Constantin G. Daniliuc, Klaus Bergander, Gerald Kehr, Gerhard Erker
Abstract
The η2-formyl borane system 3 is readily available by carbonylation of the vicinal P/BH frustrated Lewis pair (FLP) 1. It serves as a frustrated C/B Lewis pair toward carbon dioxide or phenylisocyanate. In the presence of B(C6F5)3, it forms the coupling product between two CO-derived units. The resulting compound 13 rearranged to a doubly O-borylated endiolate, with both of the central carbon atoms originating from carbon monoxide. The subsequent treatment with a silane gave a rare macrocyclic silicon endiolate.
Topics & Concepts
ChemistryBoraneCarbon monoxideFrustrated Lewis pairCarbonylationLewis acids and basesCarbon monoxide dehydrogenaseMedicinal chemistryPhotochemistryStereochemistryCatalysisOrganic chemistryOrganoboron and organosilicon chemistrySynthesis and characterization of novel inorganic/organometallic compoundsCrystallography and molecular interactions