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Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes

Jun Fan, An‐Ping Koh, Chi‐Shiun Wu, Ming‐Der Su, Cheuk‐Wai So

2024Nature Communications13 citationsDOIOpen Access PDF

Abstract

Abstract Derivatives of free monocoordinated borylenes have attracted considerable interest due to their ability to exhibit transition-metal-like reactivity, in particular small molecules capture. However, such complexes are rare as the formation is either endergonic, or the resulting adduct is a transient intermediate that is prone to reaction. Here, we present the synthesis of two bis( N -heterocyclic carbene)-borylene complexes capable of capturing and functionalizing carbon dioxide. The capture and subsequent functionalization of CO 2 by the bis(NHC)-disilylamidoborylene 1 is demonstrated by the formation of the bis(NHC)-isocyanatoborylene-carbon dioxide complex 3 . Reversible capture of CO 2 is observed using the bis(NHC)-mesitylborylene 2 , and the persistent bis(NHC)-mesitylborylene-carbon dioxide adduct 4 can be stabilized by hydrogen bonding with boric acid. The reactions of 4 with ammonia-borane and aniline demonstrate that the captured CO 2 can be further functionalized.

Topics & Concepts

CarbeneSurface modificationChemistryCarbon dioxideCarbon fibersOrganic chemistryCombinatorial chemistryPhotochemistryMaterials scienceCatalysisPhysical chemistryComposite materialComposite numberCarbon dioxide utilization in catalysisOrganoboron and organosilicon chemistryCO2 Reduction Techniques and Catalysts