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

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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