N1-([1,1'-Biphenyl]-2-yl)-N2-(2-phenylnaphthalen-1-yl)benzene-1,2-diamine TCI B6606

Chemical Identity

Other names: N-([Biphenyl]-2-yl)-N'-(2-phenyl-1-naphthyl)-1,2-benzenediamine
CAS No.: 2897656-97-0
PubChem: CID 170900385
Formula: C34H26N2
Molecular weight: 462.60 g/mol
Purity: >98.0%(HPLC)(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-N-(2-phenylnaphthalen-1-yl)-1-N-(2-phenylphenyl)benzene-1,2-diamine
SMILES: C1=CC=C(C=C1)C2=C(C3=CC=CC=C3C=C2)NC4=CC=CC=C4NC5=CC=CC=C5C6=CC=CC=C6
InChIKey: XDBPZHWQLWXPJP-UHFFFAOYSA-N

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Berat 250mg 1g

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TCI B6606 is a sterically demanding N,N'-diaryl benzene-1,2-diamine bearing biphenyl-2-yl and 2-phenylnaphthalen-1-yl substituents. Such o-phenylenediamine frameworks are commonly used as precursors to benzimidazolium salts and N-heterocyclic carbene ligands for organometallic catalysis. The bulky aryl groups create a well-defined steric pocket that can influence catalytic selectivity, and the scaffold is also of interest in functional organic materials. AMI Scientific offers this TCI building block in 250 mg and 1 g pack sizes for catalysis and materials research laboratories.

Advantages (TCI brochure)

C(sp2)-N cross coupling
Effective for aryl bromides, primary amines and secondary amines (both cyclic and acyclic) with relatively small steric hindrance