Mechanistic Study of the Carbonylation of Aziridines to β-Lactams: Alkylation, Solvent and Molecular NaBr and MgO Clusters Catalysts Effects.

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Tác giả: Muneerah Mogren Al-Mogren, Youssef Arfaoui, Frédéric Guégan, Majdi Hochlaf, Abir Jendoubi, Mohamed Oussama Zouaghi

Ngôn ngữ: eng

Ký hiệu phân loại:

Thông tin xuất bản: United States : Journal of computational chemistry , 2025

Mô tả vật lý:

Bộ sưu tập: NCBI

ID: 80847

Using first principles methodology, we show that molecular NaBr and MgO nanoclusters are efficient ecofriendly and transition metal free catalysts for the carbonylation of aziridines to β-lactams. Multi-step mechanisms are proposed, where the activation energies of the rate-determining step are strongly lowered compared to gas phase reaction, exhibiting, however, a unique step. Also, these reactions are viewed to be favored thermodynamically in the presence of these catalysts and also in solvents, in particular in methanol. We suggest thus the use of NaBr and MgO nanoclusters for these reactions. Besides, the present findings allow to explain the experimentally observed regioselectivity of carbonylation of aziridines reactions, where CO is added on the more substituted C of aziridine three-membered ring. In sum, our work should motivate the use of such ecofriendly catalysts for carbonylation reactions without using transition metal catalysts.
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