Highly Stable and Porous Cross-Linked Polymers for Efficient Photocatalysis
- 28 January 2011
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 133 (7), 2056-2059
- https://doi.org/10.1021/ja109166b
Abstract
Porous cross-linked polymers (PCPs) with phosphorescent [Ru(bpy)3]2+ and [Ir(ppy)2(bpy)]+ building blocks were obtained via octacarbonyldicobalt (Co2(CO)8)-catalyzed alkyne trimerization reactions. The resultant Ru- and Ir-PCPs exhibited high porosity with specific surface areas of 1348 and 1547 m2/g, respectively. They are thermally stable at up to 350 °C in air and do not dissolve or decompose in all solvents tested, including concentrated hydrochloric acid. The photoactive PCPs were shown to be highly effective, recyclable, and reusable heterogeneous photocatalysts for aza-Henry reactions, α-arylation of bromomalonate, and oxyamination of an aldehyde, with catalytic activities comparable to those of the homogeneous [Ru(bpy)3]2+ and [Ir(ppy)2(bpy)]+ photocatalysts. This work highlights the potential of developing photoactive PCPs as highly stable, molecularly tunable, and recyclable and reusable heterogeneous photocatalysts for a variety of important organic transformations.Keywords
This publication has 60 references indexed in Scilit:
- Enantioselective α-Benzylation of Aldehydes via Photoredox OrganocatalysisJournal of the American Chemical Society, 2010
- CMPs as Scaffolds for Constructing Porous Catalytic Frameworks: A Built-in Heterogeneous Catalyst with High Activity and Selectivity Based on Nanoporous Metalloporphyrin PolymersJournal of the American Chemical Society, 2010
- [2+2] Cycloadditions by Oxidative Visible Light PhotocatalysisJournal of the American Chemical Society, 2010
- Functionalized Conjugated Microporous PolymersMacromolecules, 2009
- Postsynthetic Modifications of Iron-Carboxylate Nanoscale Metal−Organic Frameworks for Imaging and Drug DeliveryJournal of the American Chemical Society, 2009
- Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox OrganocatalysisJournal of the American Chemical Society, 2009
- Crossed Intermolecular [2+2] Cycloadditions of Acyclic Enones via Visible Light PhotocatalysisJournal of the American Chemical Society, 2009
- A Luminescent Microporous Metal–Organic Framework for the Fast and Reversible Detection of High ExplosivesAngewandte Chemie-International Edition, 2009
- Enantioselective catalysis with homochiral metal–organic frameworksChemical Society Reviews, 2009
- Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of AldehydesScience, 2008