Metal-free catalysis of the reductive amination of aldehydes using a phosphonium-doped porous aromatic framework was written by You, Bingxin;Zou, Min;Xu, Ruitong;Tian, Yuyang;Wang, Baolin;Zhu, Guangshan. And the article was included in Molecular Catalysis in 2022.Name: 4-(Benzylamino)benzonitrile This article mentions the following:
In this study, OTf@PAF-180, a porous aromatic framework (PAF) containing rich Lewis acidic phosphonium centers and triflate (-OTf) counter anions, was prepared via Yamamoto-type Ullmann cross-coupling of tris(4-bromophenyl)phosphane and subsequent treatment with Me triflate (MeOTf). It showed high performance in catalyzing the reductive amination of aldehydes using dimethylphenylsilane (PhMe2SiH) as the hydride source, and a variety of amines were prepared in this way with good to excellent yields. As a metal-free heterogeneous catalyst, OTf@PAF-180 also exhibited excellent recyclability and retained high catalytic activity after five consecutive cycles. The high activity, recyclability and stability of OTf@PAF-180 made it a promising novel heterogeneous catalyst for organic synthesis. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Name: 4-(Benzylamino)benzonitrile).
4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Name: 4-(Benzylamino)benzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts