ZnEt2 as a Precatalyst for the Addition of Alcohols to Carbodiimides

© 2022 The Authors. Published by American Chemical Society.

Bibliographische Detailangaben
Veröffentlicht in:Organometallics. - 1998. - 41(2022), 21 vom: 14. Nov., Seite 2949-2957
1. Verfasser: Ramos, Alberto (VerfasserIn)
Weitere Verfasser: Carrillo-Hermosilla, Fernando, Fernández-Galán, Rafael, Elorriaga, David, Naranjo, Jesús, Antiñolo, Antonio, García-Vivó, Daniel
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2022
Zugriff auf das übergeordnete Werk:Organometallics
Schlagworte:Journal Article
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520 |a We report here the use of commercially available ZnEt2 as an efficient precatalyst for the addition of alcohols to carbodiimides to obtain a wide range of isoureas under mild conditions. In an initial screening using methanol and commercial carbodiimides as substrates, the bulky isourea (OMe)(NHDipp)C(NDipp) (Dipp = 2,6-iPr2C6H3) was prepared for the first time using a catalytic method, and its structure confirmed by an X-ray diffraction analysis. Then, the efficiency of the precatalyst was tested with two carbodiimides, C(NiPr)2 and C(Np-tol)2, toward a series of alkylic and arylic alcohols and diols, with different steric and electronic properties, including the presence of other functional groups, usually with excellent conversions, especially for the more reactive aromatic carbodiimide. Some of the new isoureas thus prepared have also been isolated and characterized. Kinetic and stoichiometric experiments allowed us to propose a plausible mechanism for these transformations 
650 4 |a Journal Article 
700 1 |a Carrillo-Hermosilla, Fernando  |e verfasserin  |4 aut 
700 1 |a Fernández-Galán, Rafael  |e verfasserin  |4 aut 
700 1 |a Elorriaga, David  |e verfasserin  |4 aut 
700 1 |a Naranjo, Jesús  |e verfasserin  |4 aut 
700 1 |a Antiñolo, Antonio  |e verfasserin  |4 aut 
700 1 |a García-Vivó, Daniel  |e verfasserin  |4 aut 
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