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Cationic Heterobimetallic Mg(Zn)/Al(Ga) Combinations for Cooperative C-F Bond Cleavage.

ABSTRACT: Low-valent (Me BDI)Al and (Me BDI)Ga and highly Lewis acidic cations in [(tBu BDI)M+ ⋅C6 H6 ][(B(C6 F5 )4 - ] (M=Mg or Zn, Me BDI=HC[C(Me)N-DIPP]2 , tBu BDI=HC[C(tBu)N-DIPP]2 , DIPP=2,6-diisopropylphenyl) react to heterobimetallic cations [(tBu BDI)Mg-Al(Me BDI)+ ], [(tBu BDI)Mg-Ga(Me BDI)+ ] and [(tBu BDI)Zn-Ga(Me BDI)+ ]. These cations feature long Mg-Al (or Ga) bonds while the Zn-Ga bond is short. The [(tBu BDI)Zn-Al(Me BDI)+ ] cation was not formed. Combined AIM and charge calculations suggest that the metal-metal bonds to Zn are considerably more covalent, whereas those to Mg should be described as weak AlI (or GaI )→Mg2+ donor bonds. Failure to isolate the Zn-Al combination originates from cleavage of the C-F bond in the solvent fluorobenzene to give (tBu BDI)ZnPh and (Me BDI)AlF+ which is extremely Lewis acidic and was not observed, but (Me BDI)Al(F)-(μ-F)-(F)Al(Me BDI)+ was verified by X-ray diffraction. DFT calculations show that the remarkably facile C-F bond cleavage follows a dearomatization/rearomatization route.

SUBMITTER: Friedrich A 

PROVIDER: S-EPMC8361950 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature

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Cationic Heterobimetallic Mg(Zn)/Al(Ga) Combinations for Cooperative C-F Bond Cleavage.

Friedrich Alexander A   Eyselein Jonathan J   Langer Jens J   Färber Christian C   Harder Sjoerd S  

Angewandte Chemie (International ed. in English) 20210619 30

Low-valent (<sup>Me</sup> BDI)Al and (<sup>Me</sup> BDI)Ga and highly Lewis acidic cations in [(<sup>tBu</sup> BDI)M<sup>+</sup> ⋅C<sub>6</sub> H<sub>6</sub> ][(B(C<sub>6</sub> F<sub>5</sub> )<sub>4</sub> <sup>-</sup> ] (M=Mg or Zn, <sup>Me</sup> BDI=HC[C(Me)N-DIPP]<sub>2</sub> , <sup>tBu</sup> BDI=HC[C(tBu)N-DIPP]<sub>2</sub> , DIPP=2,6-diisopropylphenyl) react to heterobimetallic cations [(<sup>tBu</sup> BDI)Mg-Al(<sup>Me</sup> BDI)<sup>+</sup> ], [(<sup>tBu</sup> BDI)Mg-Ga(<sup>Me</sup> BDI)<  ...[more]

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