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Activation of Carbon Dioxide by 9-Carbene-9-borafluorene Monoanion: Carbon Monoxide Releasing Transformation of Trioxaborinanone to Luminescent Dioxaborinanone

Kelsie E. Wentz, Andrew Molino, Lucas A. Freeman, Diane A. Dickie, David J. D. Wilson, Robert J. Gilliard

2022Journal of the American Chemical Society21 citationsDOI

Abstract

The first structurally characterized example of a trioxaborinanone (2) is produced by the reaction of a 9-carbene-9-borafluorene monoanion and carbon dioxide. When compound 2 is heated or irradiated with UV light, carbon monoxide (CO) is released, and a luminescent dioxaborinanone (3) is formed. Notably, carbon monoxide releasing molecules (CORMs) are of interest for their ability to deliver a specific amount of CO. Due to the turn-on fluorescence observed as a result of the conversion to 3, CORM 2 serves as a means to optically observe CO loss “by eye” under thermal or photochemical conditions.

Topics & Concepts

ChemistryCarbon monoxideCarbenePhotochemistryLuminescenceCarbon dioxideElectrochemical reduction of carbon dioxideMoleculeFluorescenceCarbon fibersInorganic chemistryOrganic chemistryCatalysisComposite numberOptoelectronicsPhysicsMaterials scienceComposite materialQuantum mechanicsCarbon dioxide utilization in catalysisOrganoboron and organosilicon chemistryHeme Oxygenase-1 and Carbon Monoxide
Activation of Carbon Dioxide by 9-Carbene-9-borafluorene Monoanion: Carbon Monoxide Releasing Transformation of Trioxaborinanone to Luminescent Dioxaborinanone | Litcius