Group 13-derived radicals from α-diimines via hydro- and carboalumination 
reactions

Bodach, Alexander; Bamford, Karlee L.; Longobardi, Lauren E.; Felderhoff, Michael; Stephan, Douglas W.

doi:10.1039/D0DT02498H

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Group 13-derived radicals from α-diimines via hydro- and carboalumination reactions

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Bodach, Alexander
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6;
Research Group Felderhoff, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Felderhoff, Michael
Research Group Felderhoff, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Bodach, A., Bamford, K. L., Longobardi, L. E., Felderhoff, M., & Stephan, D. W. (2020). Group 13-derived radicals from α-diimines via hydro- and carboalumination reactions. Dalton Transactions, 49(33), 11689-11696. doi:10.1039/D0DT02498H.

Cite as: https://hdl.handle.net/21.11116/0000-0007-19BB-B

Abstract

The mechanochemical synthesis of tertiary and secondary alanes AlR₃ (R = Np 1 or Mes 2; HAlR₂ R = Np 3 or Mes 4) is described. These species are reacted with several α-diimines to give a series of aluminium-derived radicals of the form [(diimine)AlR₂]˙ (6–11). EPR and several crystallographic studies are reported. These species are thought to form via hydro- or carboalumination and subsequent elimination reactions. This view is supported by the structural data for minor products C₁₂H₇(NHDipp)(NDipp)AlⁱBu₂ 5 and C₁₃H₈(C(ⁱBu)=N(m-Xy)(NH(m-Xy)))AlⁱBu₂ 12. In addition, the characterization of (C₆F₅)B(OC(C₆F₅)OC₁₂H₈) indicates that such a carboboration pathway also provides access to related boron-derived radicals.