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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

Product Code B3151-1g
Price $138 ex. VAT

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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.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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