Dual-functionalized porous organic polymer as reusable catalyst for one-pot cascade C-C bond-forming reactions

作者：Puthiaraj Pillaiyar; Chung Young Min; Ahn Wha Seung^*

来源：Molecular Catalysis, 2017, 441: 1-9.

DOI：10.1016/j.mcat.2017.08.002

• Cascade reaction
• Acid-base reaction
• Covalent organic polymers
• Knoevenagel reaction
• Henry reaction

A porous dual-functional acid-base covalent organic polymer catalyst (CBAP-1(EDA-SO3H)) was prepared using a facile Friedel-Crafts reaction of triphenylbenzene and terephthaloyl chloride to prepare the polymer backbone (CBAP-1) followed by functionalization with ethylenediamine (EDA) and a simple chlorosulfonic acid treatment. The resultant polymeric catalyst and its functional moieties were characterized by Fourier transform infrared (FTIR), elemental analysis (EA), X-ray photoelectron spectroscopy (XPS), powder X-ray diffraction (XRD), and N-2 adsorption-desorption isotherm analyses. The catalytic activity of CBAP-1(EDA-SO3H) was then assessed for one-pot cascade C-C bond-forming reactions involving deacetylation-Knoevenagel condensation and Henry reactions. Compared with the homogeneous catalyst and CBAP-1 functionalized with just acid or base, CBAP-1(EDA-SO3H) showed superior catalytic activity and selectivity, and was found to be reusable for up to seven consecutive runs. A catalytic mechanism for C-C bond-forming reactions over CBAP-1(EDA-SO3H) was proposed.

• 出版日期2017-11