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Phenanthroline-functionalized porous aromatic framework: An efficient heterogeneous catalyst for the tandem reaction of 2-iodoanilines and isothiocyanates in water
Microporous and Mesoporous Materials ( IF 5.2 ) Pub Date : 2020-06-13 , DOI: 10.1016/j.micromeso.2020.110313
Jie-Yu Yue , Ling Wang , Li Zhang , Yu Ma , Peng Yang , Bo Tang

A phenanthroline-functionalized porous aromatic framework (Phen-PAF) was synthesized by the Sonogashira reaction between 1,3,5-tris-(4-ethynylphenyl)benzene (TEB) and 3,8-dibromo-1,10-phenanthroline (DPHEN). Phen-PAF was demonstrated to have highly catalytic effect on the tandem reaction between 2-iodoanilines and isothiocyanates, leading to a series of 2-aminobenzothiazole derivatives in good to excellent yield (80–99%). The reaction was environmentally friendly for utilizing water as solvent under mild heating conditions. More importantly, Phen-PAF catalyst can be recycled by simple filtration and drying. Phen-PAF kept its robust chemical structure and catalytic activity for at least 5 catalytic cycles, which was in accordance with sustainable chemistry. Phen-PAF was, what has been reported so far, the first organic porous heterogeneous catalyst towards the tandem reaction of 2-iodoanilines and isothiocyanates with environmentally friendly solvent, which may enlighten us to design more function-oriented PAF materials as heterogeneous catalysts towards various organic reactions.



中文翻译:

菲咯啉官能化的多孔芳族骨架:2-碘苯胺和异硫氰酸酯在水中串联反应的高效多相催化剂

通过1,3,5-三-(4-乙炔基苯基)苯(TEB)与3,8-二溴-1,10-菲咯啉(DPHEN)之间的Sonogashira反应合成了菲咯啉官能化的多孔芳族骨架(Phen-PAF) )。已证明Phen-PAF对2-碘苯胺和异硫氰酸酯之间的串联反应具有高度催化作用,从而导致一系列2-氨基苯并噻唑衍生物的收率高至优异(80-99%)。该反应对于在温和的加热条件下利用水作为溶剂是环保的。更重要的是,可以通过简单的过滤和干燥来回收Phen-PAF催化剂。Phen-PAF至少在5个催化循环中保持了其稳健的化学结构和催化活性,这与可持续化学反应一致。到目前为止,据报道Phen-PAF

更新日期:2020-06-19
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