A Metal-Organic Framework Bronsted Acid Catalyst: Synthesis, Characterization and Application to the Generation of Quinone Methides for [4+2] Cycloadditions

作者：Qi, Chao; Ramella, Daniele; Wensley, Allison M.; Luan, Yi^*

来源：Advanced Synthesis & Catalysis, 2016, 358(16): 2604-2611.

DOI：10.1002/adsc.201600364

• Bronsted acids
• [4+2] cycloaddition
• metal-organic frameworks
• post-synthetic modification
• quinone methides

A Bronsted acid-derived metal-organic framework (MOF) has been developed to serve as an efficient heterogeneous catalyst for a [4+2] cycloaddition. Aromatic sulfonyl groups were successfully installed using commercially available anhydridic reagents during post-synthetic modifications. The MIL-101-NH-RSO3H MOF catalyst was fully characterized by SEM, PXRD, FTIR, TGA and N-2 adsorption/desorption isotherm. Furthermore, a novel [4+2] cycloaddition of substituted Z-vinyl-substituted phenol was evaluated. The MIL-101-NH-RSO3H catalyst showed superior catalytic capabilities when compared to a few other strong homogeneous Bronsted acid catalysts. The MIL-101-NH-RSO3H catalyst is compatible with a variety of substituted substrates and it can be recycled five times without loss of yield or selectivity.

• 出版日期2016-8-18
• 单位北京科技大学