Colombo Sara, Oble Julie, Poli Giovanni, Lo Presti Leonardo, Macetti Giovanni, Contini Alessandro, Broggini Gianluigi, Papis Marta, Loro Camilla
Dipartimento di Scienza e Alta Tecnologia, Università degli Studi dell'Insubria, Via Valleggio 9, 22100 Como, Italy.
IPCM, Institut Parisien de Chimie Moléculaire, CNRS, Faculté des Sciences et Ingénierie, Sorbonne Université, 4 Place Jussieu, 75005 Paris, France.
Molecules. 2024 Dec 5;29(23):5756. doi: 10.3390/molecules29235756.
The coupling between bis(2-oxazolines) and two equivalents of aromatic aldehydes in the presence of catalytic amounts of NiCl affords an ester-imine product in synthetically useful yields. This virtually unknown, 100% atom-economic transformation involves the formal metathesis between the C=N double bond of the bis(2-oxazoline) moiety, which undergoes ring-opening, and the C=O double bond of the aldehyde. The scope of this transformation is studied, and a mechanism is proposed based on DFT calculations.
在催化量的NiCl存在下，双（2-恶唑啉）与两当量的芳香醛之间的偶联反应能以具有合成价值的产率得到酯-亚胺产物。这种几乎不为人知的100%原子经济性转化涉及双（2-恶唑啉）部分的C=N双键（该双键发生开环）与醛的C=O双键之间的形式复分解反应。研究了这种转化反应的范围，并基于密度泛函理论（DFT）计算提出了一种反应机理。
