Porous triazine polymer: A novel catalyst for the three‐component reaction

• Published in: Applied organometallic chemistry 2020-08, Vol.34 (8), p.n/a
• Main Authors: Nouruzi, Nasrin, Dinari, Mohammad, Mokhtari, Nazanin, Gholipour, Behnam, Rostamnia, Sadegh, Khaksar, Samad, Boluki, Rana
• Format: Article
• Language: English
• Subjects: A3‐coupling reaction; Aldehydes; Alkynes; Amines; au‐NCs@Triazine‐COPs; Catalysts; Chemistry; Condensation polymerization; covalent organic polymers (COPs); gold nanocluster; Polymers
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.5677

A new porous triazine‐based covalent organic polymer (Triazine‐COP) was prepared through the Schiff‐base condensation of 2,4,6‐tris(4‐formyl phenoxy)‐1,3,5‐triazine and 4,4′‐oxydianiline, under sonication. The synthesized Triazine‐COP with a high surface area was stable in water and other organic solvents. In the next step, Au (III) ions were immobilized on the nitrogen‐rich Triazine‐COP that on the reduction with NaBH4 produced the heterogeneous catalyst of gold clusters in nanosize (Au‐NCs@Triazine‐COPs). It was applied as an efficient catalyst for the A3 coupling reaction of alkynes, aldehydes with and amines. Both electron‐withdrawing/releasing groups produced the corresponding propargylamines with high yields. The high activity of the Au‐NCs@Triazine‐COPs in this reaction was because of the nanoporous structure of the support that enables the high dispersion and an unhindered open environment for the NCs. The catalyst was reused up to 7 times without significant loss in activity. Water stable Triazine‐based covalent organic polymer (Triazine‐COP), with high loaded Schiff‐base skeleton, was prepared through the condensation of 2,4,6‐tris(4‐formyl phenoxy)‐1,3,5‐triazine and 4,4'‐oxydianiline. Then, gold nanoclusters were generated and immobilized onto the Triazine‐COP that the Au‐NCs@Triazine‐COPs was efficient catalyst for the well‐known A3 coupling reaction of alkynes, aldehydes with and amines.