Tri-insertion with dearomatization of terminal arylalkynes using a carborane based frustrated Lewis pair template
Jian Zhang, Zuowei Xie
Abstract
), in which one of the aryl rings from arylacetylene moieties has been dearomatized with the formation of four stereocenters including one quaternary carbon center. It is noted that the phosphine unit functions as a catalyst during the reactions. After trapping and structural characterization of a key intermediate, a reaction mechanism is proposed, involving sequential alkyne insertion and 1,2-boryl migration.
Topics & Concepts
Frustrated Lewis pairCarboraneIntramolecular forceVicinalBridging (networking)ChemistryCombinatorial chemistryStereochemistryMoleculeLewis acids and basesOrganic chemistryComputer scienceCatalysisComputer networkOrganoboron and organosilicon chemistryBoron Compounds in ChemistrySynthesis and characterization of novel inorganic/organometallic compounds