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Boron-based stepwise dioxygen activation with 1,4,2,5-diazadiborinine

Activation of dioxygen (O(2)) by 1,4,2,5-diazadiborinine 1 is reported. Two boron centers in 1 undergo a formal [4 + 2] cycloaddition with O(2) at room temperature affording a bicyclo[2.2.2] molecule 2 featuring a B–O–O–B unit. Treatment of 2 with an additional equivalent of 1 leads to the cleavage...

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Detalles Bibliográficos
Autores principales: Wang, Baolin, Kinjo, Rei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6385103/
https://www.ncbi.nlm.nih.gov/pubmed/30881633
http://dx.doi.org/10.1039/c8sc04624g
Descripción
Sumario:Activation of dioxygen (O(2)) by 1,4,2,5-diazadiborinine 1 is reported. Two boron centers in 1 undergo a formal [4 + 2] cycloaddition with O(2) at room temperature affording a bicyclo[2.2.2] molecule 2 featuring a B–O–O–B unit. Treatment of 2 with an additional equivalent of 1 leads to the cleavage of the O–O bond in 2 concomitant with the formation of two B–O bonds to yield 4 involving the extremely rare B(4)C(2)N(2)O(2) ten-membered rings. A series of these reactions demonstrate the stepwise scission of the O[double bond, length as m-dash]O π-bond and the O–O σ-bond of O(2).