Highly Efficient and Recyclable Porous Organic Polymer Supported Iridium Catalysts for Dehydrogenation and Borrowing Hydrogen Reactions in Water

Abstract

Benzothiazole‐doped porous organic polymers (POP‐MBTS) were synthesized from a copolymerization reaction of 2‐(6‐(4‐vinylphenyl)pyridin‐2‐yl)benzo[d]thiazole with divinylbenzene. The corresponding POP‐MBTS‐Ir was obtained and fully characterized using SEM, TEM, EDS, TGA, XPS, and N2 sorption isotherms, which disclosed that this catalyst has a high surface area, hierarchical porosity, and thermodynamic stability. Importantly, this catalyst revealed a high catalytic activity for ten different kinds of borrowing hydrogen and dehydrogenation reactions in water with a good recovery performance. Furthermore, mechanistic investigations were conducted for the synthesis of triazine derivatives.

Biogenic synthesis of δ‐MnO2 nanoparticles: A sustainable approach for C‐alkylation and quinoline synthesis via acceptorless dehydrogenation and borrowing hydrogen reactions

“…The implementation of the hydrogen autotransfer (HA) or acceptorless dehydrogenative coupling (ADC) strategy for the alkylation of ketones and its subsequent cyclization has emerged as an eco‐friendly approach for the construction of C–C or C–N bonds compared with the traditional methods 55–73 . Therefore, the HA/ADC strategy has earned enormous attention because of (a) the use of alkylating agents such as feedstock alcohol; (b) the one‐pot reaction as well as high atom and step economy; (c) substrate pre‐activation is not required; and (d) only water and H 2 gas as side‐products.…”

“…The implementation of the hydrogen autotransfer (HA) or acceptorless dehydrogenative coupling (ADC) strategy for the alkylation of ketones and its subsequent cyclization has emerged as an eco-friendly approach for the construction of C-C or C-N bonds compared with the traditional methods. [55][56][57][58][59][60][61][62][63][64][65][66][67][68][69][70][71][72][73] Therefore, the HA/ADC strategy has earned enormous attention because of (a) the use of alkylating agents such as feedstock alcohol; (b) the one-pot reaction as well as high atom and step economy; (c) substrate pre-activation is not required; and (d) only water and H 2 gas as side-products. The catalytic acceptorless dehydrogenation of an alcohol to form a carbonyl compound, which can easily undergo aldol condensation or imine formation, is one of the key advantages of this strategy.…”

Metal‐Ion/Metal Nanoparticle‐Anchored Porous Organic Polymers as Efficient Catalysts for Organic Transformations – A Recent Overview

“…The as‐prepared catalyst was then successfully tested for a wide range of borrowing hydrogen and dehydrogenation reactions in water (Scheme 3). [35] The catalyst showed excellent catalytic activity and good recovery performance.…”

Transition‐Metal‐Catalyzed Direct Substitution of Alcohols in Aqueous Media

“…In 2021, Wang and coworkers developed a heterogeneous porous organic polymer supported Iridium (POPÀ MBTSÀ Ir) catalyst which was applied to the alkylation of amines with benzyl alcohol, ketones with benzyl alcohol and alcohols with benzyl alcohol in water, affording the target N-benzyl amines, α-benzyl ketones and aromatic heterocycles in moderate to high yields (Scheme 37). [60] Notably, this POPÀ MBTSÀ Ir catalyst could be recovered and reused for at least five times in all cases.…”