Synthesis of Poly(β-hydroxyketone)s with Three-Component Polymerization of Diazocarbonyl Compounds, Triethylboron, and Aldehydes

Abstract

Three-component polymerization based on the Hooz reaction has been developed for the first time. Under mild conditions (0−40 °C, catalyst-free), the reaction of dialdehydes, bisdiazocarbonyl compounds, and trialkylboron leads to the formation of poly(βhydroxyketone)s. The number-average molecular weight (M n ) is up to 31.2 kg mol −1 , and the yield is up to 97%. The β-hydroxyketone structure in poly(β-hydroxyketone)s enables highly efficient polymer degradation under alkaline conditions, with the isolation of dialdehydes for recycling. The hydroxyl groups in the polymer also provide the possibility for postpolymerization modifications, including cross-linking, acetylation, and oxidation.

Ionic Liquid Supported on Magnetic Graphene Oxide as a Highly Efficient and Stable Catalyst for the Synthesis of Triazolopyrimidines

“…Multicomponent reactions are an advantageous tool for the synthesis of critical heterocyclic compounds that have many biological activities. [35][36][37] The pyrimidine family is the most important nitrogen-containing heterocycle because it is found in many natural and biologically active products. It is known that the condensation of triazole and pyrimidine leads to the formation of bicyclic heterocycles known as triazolopyrimidines, which exhibit a wide range of biological properties.…”

Tunable multicolor fluorescence of polyurethane derivatives controlled by molecular weight

“…By following the classical synthesis methods, [34][35][36][37] polyurethane derivatives emitting blue (PUB), green (PUG), and light red (PUR) fluorescence under 365 nm UV light were obtained by using phenylboronic acid, trimethylhexamethylene diisocyanate, and poly(ethylene glycol) methyl ether as raw materials, with triethylenediamine as the catalyst (Fig. 1).…”

Palladium-Catalyzed Cross-Coupling Polymerization of Bis-N-tosylhydrazones and Bis(silyl) Aryls: A New Access to Polycarbosilane Synthesis

“…With the progress of the transition-metal-catalyzed coupling reactions, the related process offered a practical alternative way for polymer synthesis. , As important coupling building blocks, N -tosylhydrazones have displayed excellent reactivity in transition-metal-catalyzed polymerization reactions, typically via a carbene migration insertion after the in situ generation of diazo compounds . Indeed, N -tosylhydrazones exhibited much better stability as compared to diazo compounds, which typically bear electron-withdrawing groups for stability. , Notable advances toward N -tosylhydrazones and aryl bromides in the construction of polymers bearing C–C bond backbones have been reported by Chen, Wang, − and Zhang groups, respectively. More recently, Zhang et al.…”