2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid
CAS Number 1240557-01-0
Chemistry Building Blocks, Materials, MOF Ligands, Porous Organic Frameworks
Metal Organic Frameworks (MOFs) Biphenyl Ligand
A rigid ligand linker for MOFs in applications of catalysts in cross coupling reactions
2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid is a biphenyl backboned ligand with carboxylic acid groups at the end 4,4'-positions and an amino group at 2-position of the biphenyl rings.
Zirconium-Based MOFs (UiO-67-Mix) with different ratio of 4,4′-biphenyldicarboxylic acid/2-amino-biphenyl-4,4′-dicarboxylic acid rigid ligand linkers incorporated into their structure and Pd metal centres anchored onto the MOF as pendant, shows great efficiency as catalyst in Suzuki and Heck cross-coupling reactions with a very low Pd loading (0.054 mol %). The porous catalyst can be readily recovered and recycled in at least 10 cycles without significant leaching or loss of catalytic activity.
General Information
CAS Number | 1240557-01-0 |
Chemical Formula | C14H11NO4 |
Full Name | 2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid |
Molecular Weight | 257.24 g/mol |
Synonyms | H2BPDC-NH2 |
Classification / Family | Biphenyl, MOF ligands, |
Chemical Structure
Product Details
Purity | >98% |
Melting Point | n.a. |
Appearance | Pale yellow powder/crystal |
MSDS Documentation
2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid MSDS Sheet
Literature and Reviews
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Thermolabile Groups in Metal–Organic Frameworks: Suppression of Network Interpenetration, Post-Synthetic Cavity Expansion, and Protection of Reactive Functional Groups, R. Deshpande et al., Angew. Chem., 49 (27), 4598-4602 (2010); DOI: 10.1002/anie.200905960.
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Metal–organic frameworks post-synthetically modified with ferrocenyl groups: framework effects on redox processes and surface conduction, Dalton Trans., 41, 1475-1480 (2012); DOI: 10.1039/C1DT10734H.
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Interpenetration isomers in isoreticular amine-tagged zinc MOFs, A. Khansari et al., CrystEngComm, 21, 7498-7506 (2019); DOI: 10.1039/C9CE01669D.
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Tuning the Lewis acidity of metal–organic frameworks for enhanced catalysis, Dalton Trans., 50, 3116-3120 (2021); DOI: 10.1039/D1DT00180A.
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Zirconium Materials from Mixed Dicarboxylate Linkers: Enhancing the Stability for Catalytic Applications, A. Rasero-Almansa et al., ChemCatChem, 6 (12), 3426-3433 (2012); DOI: 10.1002/cctc.201402546.
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Palladium(II)@Zirconium-Based Mixed-Linker Metal–Organic Frameworks as Highly Efficient and Recyclable Catalysts for Suzuki and Heck Cross-Coupling Reactions, R. Sun et al., ChemCatChem, 8 (20), 3261-3271 (2016); DOI: 10.1002/cctc.201600774.
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Orthogonal Ternary Functionalization of a Mesoporous Metal–Organic Framework via Sequential Postsynthetic Ligand Exchange, C. Liu et al., J. Am. Chem. Soc., 137 (33), 10508–10511 (2015); DOI: 10.1021/jacs.5b06780.
- Bridging the interfacial gap in mixed-matrix membranes by nature-inspired design: precise molecular sieving with polymer-grafted metal–organic frameworks, L. Cseri et al., J. Mater. Chem. A, 9, 23793-23801 (2021); DOI: 10.1039/D1TA06205K.