An Inorganic Huisgen Reaction between a 1,2‐Diboraallene and an Azide to Access a Diboratriazole
Lizhao Zhu, Rei Kinjo
Abstract
Abstract Regioselective Huisgen cycloaddition reaction between 1,2‐diboraallene and azide proceeds under catalyst‐free and mild conditions to furnish a diboratriazole ( 2 ). X‐ray diffraction analysis and computational studies confirmed the delocalization of π electrons over the B 2 N 3 five‐membered ring of ( 2 ), indicating its aromatic features. Molecule ( 2 ) spontaneously releases N 2 to form the 2,3‐dibora‐4‐aza‐1,3‐butenyne derivative ( 3 ). The mechanism of a whole reaction profile was extensively investigated by density functional theory (DFT) calculations.
Topics & Concepts
AzideCycloadditionRegioselectivityDensity functional theoryChemistryRing (chemistry)Delocalized electronMoleculeComputational chemistryDerivative (finance)CatalysisReaction mechanismOrganic chemistryFinancial economicsEconomicsOrganoboron and organosilicon chemistryClick Chemistry and ApplicationsChemical Synthesis and Analysis