Reversible, room-Temperature c-c bond activation of benzene by an isolable metal complex

Jamie Hicks, Petra Vasko, Jose M. Goicoechea*, Simon Aldridge

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

147 Citations (Scopus)

Abstract

The activation of C-C bonds is of fundamental interest in the construction of complex molecules from petrochemical feedstocks. In the case of the archetypal aromatic hydrocarbon benzene, C-C cleavage is thermodynamically disfavored, and is brought about only by transient highly reactive species generated in situ. Here we show that the oxidative addition of the C-C bond in benzene by an isolated metal complex is not only possible, but occurs at room temperature and reversibly at a single aluminium center in [(NON)Al]- (where NON = 4,5-bis(2,6-diisopropylanilido)-2,7-di-Tert-butyl-9,9-dimethylxanthene). Selectivity over C-H bond activation is achieved kinetically and allows for the generation of functionalized acyclic products from benzene.

Original languageEnglish
Pages (from-to)11000-11003
Number of pages4
JournalJournal of the American Chemical Society
Volume141
Issue number28
DOIs
Publication statusPublished - 28 Jun 2019
Externally publishedYes

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