Disarming the alkoxide trap to access a practical FeCl3 system for borrowing-hydrogen N-alkylation was written by Ye, Zongren;Yang, Zhenjie;Yang, Chenhui;Huang, Ming;Xu, Xianfang;Ke, Zhuofeng. And the article was included in Organic Chemistry Frontiers in 2022.Related Products of 10282-32-3 This article mentions the following:
Borrowing hydrogen N-alkylation is one of the most valuable transformations in organic synthesis, with high selectivity and at. economy. The general non-noble metal catalysts for borrowing hydrogen usually have limitations on operational convenience or catalytic efficiency. In particular, the development of practical and mild Fe(III) catalysis is a big challenge due to the alkoxide trap in terms of d-wall issues. Inspired by the theor. design, utilizing an in situ reaction strategy to overcome the alkoxide trap of Fe(III), authors present here a practical in situ ferric chloride and bis-(N-heterocyclic carbene) (bis-NHC) system for the borrowing-hydrogen N-alkylation of amines by alcs. under mild reaction conditions, attributed to the merits of bis-NHC in strong-field ligands, strong σ-donation and π-back-donation, and the trans effect. This system was applied to a wide range of alcs. and amines. Through comprehensive experiments and DFT calculations, the mechanism of the reaction was studied, which highlighted the roles of strong-field ligands, strong σ-donation and π-back-donation, and the trans effect by bis-NHC in ensuring the in situ reduction of Fe(III) to Fe(II) and triggering the borrowing of hydrogen under mild conditions. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Related Products of 10282-32-3).
4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Related Products of 10282-32-3
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts