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Updated: Jul 15, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
NHC-Stabilized Dialanes(4) of Al2 Mes4
Luis Werner1, Julika Hagn1, Udo Radius1
1Institut für Anorganische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Abstract:
The synthesis and characterization of novel N-heterocyclic carbene (NHC) stabilized dialanes Al2 Mes4 as well as first investigations concerning the reactivity of these compounds are reported. The synthesis of these compounds proceeds via the mesityl-substituted alanes (NHC)⋅AlHMes2 (NHC=IMeMe {=1,3,4,5-tetramethyl-imidazolin-2-ylidene}, IiPrMe {=1,3-di-iso-propyl-4,5-dimethylimidazolin-2-ylidene}) and iodo-alanes (NHC)⋅AlIMes2 (NHC=IMeMe , IiPrMe ). Metallic reduction of (NHC)⋅AlIMes2 afforded the new NHC-stabilized dialanes (NHC)2 ⋅Al2 Mes4 (NHC=IMeMe , IiPrMe ). The NHC-ligated dialanes are thermally robust and storable synthons for the dialane Al2 Mes4 . First reactivity studies on (IMeMe )2 ⋅Al2 Mes4 towards small molecules confirm this, as this compound shows controlled and selective reactions with several substrates. Reaction with CuCl leads to oxidation of the dialane and formation of (IMeMe )⋅AlClMes2 , reactions with pyridine N-oxide and t Bu-N=C=S, respectively, gave the chalcogenide-bridged dimers {(IMeMe )⋅AlMes2 }2 -μ-E (E=O, S), and reaction with acetylene afforded the dimetallaacetylide {(IMeMe )⋅AlMes2 }2 -μ-(C≡C).
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