5547-35-3

Usage

Uses

Used in Pharmaceutical Applications:
[1,1':3',1'']TERPHENYL-2'-CARBOXYLIC ACID is used as a building block for the synthesis of pharmaceutical compounds due to its unique chemical structure and properties.
Used in Materials Science:
[1,1':3',1'']TERPHENYL-2'-CARBOXYLIC ACID is used as a component in the development of new materials with specific properties, such as improved stability or enhanced performance in various applications.
Used in Organic Electronics:
[1,1':3',1'']TERPHENYL-2'-CARBOXYLIC ACID is used as a key component in the design and synthesis of organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), due to its electronic properties.
Used in Supramolecular Chemistry and Self-Assembly Studies:
[1,1':3',1'']TERPHENYL-2'-CARBOXYLIC ACID is used as a fluorescent probe in studies related to supramolecular chemistry and self-assembly, allowing researchers to investigate the behavior and interactions of molecules at the nanoscale.
Used in Research and Development:
[1,1':3',1'']TERPHENYL-2'-CARBOXYLIC ACID is utilized in ongoing research and development efforts to explore its properties and potential applications in various fields, including pharmaceuticals, materials science, and organic electronics.

InChI:InChI=1/C19H14O2/c20-19(21)18-16(14-8-3-1-4-9-14)12-7-13-17(18)15-10-5-2-6-11-15/h1-13H,(H,20,21)

Upstream product

• 108-90-7 chlorobenzene 
• 65-85-0 benzoic acid 
• 108-86-1 bromobenzene 

Downstream Products

• 5501-35-9 1-phenyl-9H-fluoren-9-one 
• 884337-86-4 [Me2Al(μ-2,6-diphenylbutylbenzoate)]2 
• 75-24-1 trimethylaluminum 

Relevant academic research and scientific papers

ortho-C?H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium

A system consisting of catalytic amounts of [(p-cym)RuCl2]2/PEt3?HBF4, K2CO3as the base, and NMP as the solvent efficiently mediates the ortho-C?H arylation of benzoic acids with aryl bromides at 100 °C. Replacing the phosphine ligand with the amino acid dl-pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative ipso substitutions.

USE OF ARYL CHLORIDES IN PALLADIUM-CATALYZED C-H BOND FUNCTIONALIZATION

A one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using chloroarenes and palladium catalysts is disclosed. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores.

Two methods for direct ortho-arylation of benzoic acids

Two new palladium-catalyzed methods for the direct ortho-arylation of free benzoic acids have been developed. The first method employs stoichiometric silver acetate for iodide removal, aryl iodide as the coupling partner, and acetic acid solvent. This method is applicable to the arylation of electron-rich to moderately electron-poor benzoic acids and tolerates chloride and bromide substituents on both coupling partners. The second method involves the use of aryl chloride, cesium carbonate base, n-butyl-di-1-adamantylphosphine ligand, and DMF solvent and is suitable for both electron-rich and electron-poor benzoic acids. Mechanistic studies of the second method point to the heterolytic C-H bond cleavage as the rate-determining step.