Tuning the basicity of synergic bimetallic reagents: switching the regioselectivity of the direct dimetalation of toluene from 2,5-to 3,5-positions

V.L. Blair, L.M. Carrella, W. Clegg, B. Conway, R.W. Harrington, L.M. Hogg, J. Klett, R.E. Mulvey, Eva Rentschler, Luca Russo

Research output: Contribution to journalArticle

43 Citations (Scopus)


Meta-meta metalation: Remarkably, toluene can be directly dimanganated or dimagnesiated at the 3,5-positions using bimetallic bases with active Me3SiCH2 ligands (see scheme, blue). In contrast, n-butyl ligands lead to 2,5-metalation (red). tmp=2,2,6,6-tetramethylpiperidide.
Original languageEnglish
Pages (from-to)6208-6211
Number of pages4
JournalAngewandte Chemie
Issue number33
Publication statusPublished - 4 Aug 2008



  • alkali metals
  • inverse crown compounds
  • magnesium
  • manganese
  • metalation

Cite this