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Inorganics 2018, 6(1), 23; https://doi.org/10.3390/inorganics6010023

Sterically Bulky NHC Adducts of GaMe3 and InMe3 for H2 Activation and Lactide Polymerization

Institut de Chimie de Strasbourg, CNRS-Université de Strasbourg, 1 rue Blaise Pascal, 67000 Strasbourg, France
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Received: 22 December 2017 / Revised: 20 January 2018 / Accepted: 23 January 2018 / Published: 25 January 2018
(This article belongs to the Special Issue N-Heterocyclic Carbene Metal Complexes: From Design to Applications)
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Abstract

The sterically bulky Ga(III) and In(III) (IPr*)MMe3 adducts (1 and 2) and (SItBu)MMe3 adducts (3 and 4) (M = Ga, In; IPr* = 1,3-bis{2,6-bis(diphenylmethyl)-4-methylphenyl}-1,3-dihydro- imidazol-2-ylidene; SItBu = 1,3-bis(1,1-dimethylethyl)-imidazolidin-2-ylidene) were prepared and structurally characterized, allowing an estimation of the steric hindrance of such Lewis pairs (yields in 14: 92%, 90%, 73%, and 42%, respectively). While the IPr* adducts 1 and 2 are robust species, the more severely congested SItBu adducts 3 and 4 are more reactive and exhibit a limited stability in solution. Adduct (SItBu)GaMe3 (3) reacts quickly with H2 at room temperature to afford the corresponding aminal product, 1,3-di-tert-butylimidazolidine (5), along with free GaMe3. Such Frustrated Lewis Pair (FLP) reactivity constitutes the first instance of a H2 activation involving a simple trialkyl GaR3 species. Adduct 3 also mediates the ring-opening polymerization (ROP) of rac-lactide at room temperature to afford cyclic polylactide (PLA). View Full-Text
Keywords: N-heterocyclic carbene; gallium; indium; H2 activation N-heterocyclic carbene; gallium; indium; H2 activation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Bolley, A.; Schnee, G.; Thévenin, L.; Jacques, B.; Dagorne, S. Sterically Bulky NHC Adducts of GaMe3 and InMe3 for H2 Activation and Lactide Polymerization. Inorganics 2018, 6, 23.

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