Derivatization of an Alkylideneborane with BâC Bond Cleavage.
Inorg Chem
; 62(46): 18820-18824, 2023 Nov 20.
Article
em En
| MEDLINE
| ID: mdl-37935044
ABSTRACT
We present the synthesis, structural characterization, and reactivity of alkylideneborane 2, supported by π-donating N-heterocyclic imino and σ-donating N-heterocyclic carbene (NHC) ligands. The incorporation of these ligands effectively weakens the BâC bond strength, leading to enhanced reactivity. Consequently, selective cleavage of the BâC bond can be achieved using pyridine-N-oxide, sulfur, and selenium, resulting in the formation of 1,3-dioxa-2,4-diboretane 3, thioxoborane 4, and selenoborane 5, respectively. Furthermore, intriguing BâC bond insertions with CO2 and CS2 are observed, affording zwitterionic borenium/fluorenide 6 and dithiaboretane 7. The former species 6 is readily converted to transient oxoborane and imidazolium enolate, showcasing the bora-Wittig reaction of alkylideneborane. This investigation highlights the potential of alkylideneborane as a versatile building block for synthesizing novel organoboron compounds through unconventional transformations.
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Bases de dados:
MEDLINE
Idioma:
En
Revista:
Inorg Chem
Ano de publicação:
2023
Tipo de documento:
Article
País de afiliação:
China