Structurally Defined Zincated and Aluminated Complexes of Ferrocene Made by Alkali-Metal Synergistic Syntheses

Abstract

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LiTMP Trans‐Metal‐Trapping of Fluorinated Aromatic Molecules: A Comparative Study of Aluminum and Gallium Carbanion Traps

“…The second stage utilizes a bulky, soluble Lewis acidic organometallic trap to rapidly intercept and stabilise emergent carbanions, thereby driving equilibria toward metalated products. Still in its infancy, TMT has only been reported with a handful of organic/organometallic substrates using i Bu 2 AlTMP as the trap, and with a series of diazines using a Ga(CH 2 SiMe 3 ) 3 trap . We also note that Knochel's Group used a similar Al reagent, i Bu 2 AlCl, to trap aromatic carbanions after lithium halogen exchange, though this proceeded with LiX elimination and thus gave neutral Al species as opposed to the ate species discussed here .…”

Trans-Metal-Trapping Meets Frustrated-Lewis-Pair Chemistry: Ga(CH2SiMe3)3-Induced C–H Functionalizations

“…This bimetallic system has been successfully employed to execute metalations under mild conditions of a variety of molecules including 1,3-dimethoxybenzene, 15 N , N -diisopropylbenzamide, 15 ferrocene, 16 or tetrahydrofuran (THF). 17 …”

Twofold Ferrocene C–H Lithiations For One-Step Difunctionalizations

“…For example, Mulvey and co-workers already showed the possible polydeprotonation of bare ferrocene by employing mixed alkali metal-magnesium 89 or -manganese 90 amides. 91 Finally, by combining deprotolithiation with in situ trapping using softer metallic species, dimetallated ferrocenes bearing sensitive directing groups can be generated and next difunctionalized. 92 Scheme 36 Diastereoselective deprotolithiation of a chiral ferrocene-1,1′-dicarboxamide.…”