4.8 Article

Fluorine-Phenanthroimidazole Porous Organic Polymer: Efficient Microwave Synthesis and Photocatalytic Activity

Journal

ACS APPLIED MATERIALS & INTERFACES
Volume 11, Issue 3, Pages 3459-3465

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acsami.8b18053

Keywords

phenanthroimidazole; photocatalysis; porous organic polymer; aza-Henry; heterogenized catalyst; conjugated polymer; ruthenium photocatalyst

Funding

  1. MINECO of Spain [MAT2014-52085-C2-2-P, MAT2017-82288-C2-2-P]
  2. Comunidad de Madrid [S2013/MIT-2740]

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A porous polymer containing a fluorophenylphenanthroimidazole core was easily prepared via one-pot Suzuki-Miyaura cross-coupling reactions under microwave heating. These new metal-free polymers have demonstrated heterogeneous photocatalytic activity toward aza-Henry reaction with reasonable recyclability. Their preparation require a minimal workup to build porous networks with control over the apparent surface area and pore volume from suitable molecular building blocks containing 2-(1H-phenanthro[9,10-d]imidazol-2-yl)-3,5-difluorophenol (PhIm-2F), as rigid and multitopic node, which afforded a conjugated porous polymer (CPP-PhIm-2F). A series of fluorinated ligands have shown their capability in the preparation of soluble and supported cationic Ru(bpy)(2)(F-phenanthroimidazole) complexes by reaction with Ru(bpy)(2)Cl-2 and demonstrating a beneficial effect of two fluorine atoms on the photocatalytic effect.

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