Post-synthetically modified MOF for the A³-coupling reaction of aldehyde, amine, and alkyne

Abstract

A new heterogeneous NHC catalyst (Ag-NHC-MOF) was synthesized by the post-synthetic modification of an azolium-containing metal–organic framework.

State of the Art and Prospects in Metal–Organic Framework (MOF)-Based and MOF-Derived Nanocatalysis

“…301 Ag-NHC-MOF, developed by Verpoort et al, achieved a yield of 97% at rt after 1h for the A 3 -coupling reaction between paraformaldehyde, phenylacetylene and diisopropylamine in CH 2 Cl 2 . 302 The catalyst was recycled 4 times and further applied in the A 3 -coupling with other substrates. Core−shell AgNP@IRMOF-3 with average Ag NP size of 5.2 nm and IRMOF-3 of 91.5 nm was synthesized in only 5 min and was shown to be highly active for A 3 -coupling of amine, aldehyde, and acetylene; the catalyst was recycled 8 times without decrease of activity.…”

“…Ag-NHC-MOF , developed by Verpoort et al, achieved a yield of 97% at rt after 1h for the A 3 -coupling reaction between paraformaldehyde, phenylacetylene and diisopropylamine in CH 2 Cl 2 . The catalyst was recycled 4 times and further applied in the A 3 -coupling with other substrates.…”

Metal–organic framework (MOF)-, covalent-organic framework (COF)-, and porous-organic polymers (POP)-catalyzed selective C–H bond activation and functionalization reactions

“…In 2018, an efficient, stable, and recyclable heterogeneous NHC (N-heterocyclic carbene) catalyst, denoted as Ag(I)-NHC-MOF, was prepared by Verpoort's group and used for the A 3 coupling synthesis of propargylamines. 73 The pristine azoliumbased Zn-MOF, NHC-MOF/MOF(1), was prepared via solvothermal synthesis using 1,3-bis(4-carboxyphenyl)imidazolium chloride (H 2 L + Cl À ) and zinc nitrate as precursors. 73,392 Then, the imidazolium moieties (NHC precursor) on the linker were postsynthetically metalated with silver ions to give the Ag(I)-NHC MOFs, named 1-Ag(x) (x represents the amount of employed Ag salt, i.e., 0.3, 0.5, 0.8, and 1).…”

Metal-free multicomponent approach for the synthesis of propargylamine: a review

“… 20,25 Almost all of these methods required transition metal based heterogeneous, 26 and homogeneous metal catalysts. 27 There are only a few reports published in the literature describing the A3 and other MCR (multicomponent reaction) for the metal-free propargylamine synthesis. 28–42 From the green and sustainable point of view, metal-free synthesis is the best eco-friendly approach while assessing environmental safety.…”