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2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid

CAS Number 1240557-01-0

Chemistry Building Blocks, Materials, MOF Ligands, Porous Organic Frameworks

2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid CAS 1240557-01-0
Product Code B3151-1g
Price £110 ex. VAT
£ GBP

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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

1240557-01-0 - 2-amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid
2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid (H2BPDC) Chemical Structure, 1240557-01-0

Product Details

Purity >98%
Melting Point n.a.
Appearance Pale yellow powder/crystal

MSDS Documentation

1240557-01-0 - 2-amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid MSDS Sheet

Literature and Reviews

  1. 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.
  2. 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.
  3. Interpenetration isomers in isoreticular amine-tagged zinc MOFs, A. Khansari et al., CrystEngComm, 21, 7498-7506 (2019); DOI: 10.1039/C9CE01669D.
  4. Tuning the Lewis acidity of metal–organic frameworks for enhanced catalysis, Dalton Trans., 50, 3116-3120 (2021); DOI: 10.1039/D1DT00180A.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
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