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TCI

CAS 3035177-77-3

N,N'-Bis(2-phenyl-1-naphthyl)-1,2-benzenediamine TCI B6801

N,N'-Bis(2-phenyl-1-naphthyl)-1,2-benzenediamine TCI B6801

Chemical Identity

Other names
N,N'-Bis(2-phenylnaphthalen-1-yl)benzene-1,2-diamine
CAS No.
3035177-77-3
PubChem
CID 170900340
Formula
C38H28N2
Molecular weight
512.66 g/mol
Purity
>98.0%(HPLC)(T)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1-N,2-N-bis(2-phenylnaphthalen-1-yl)benzene-1,2-diamine
SMILES
C1=CC=C(C=C1)C2=C(C3=CC=CC=C3C=C2)NC4=CC=CC=C4NC5=C(C=CC6=CC=CC=C65)C7=CC=CC=C7
InChIKey
AMQGFOFGVXOBAX-UHFFFAOYSA-N
MDL
MDL35578605
Regular price Rp 2.702.700,00
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TCI B6801 (CAS 3035177-77-3) is N,N'-bis(2-phenyl-1-naphthyl)-1,2-benzenediamine, an aromatic diamine bearing two highly bulky naphthyl substituents. Its ortho-phenylenediamine core is well suited to cyclisation toward benzimidazolium salts and, in turn, N-heterocyclic carbene ligands. The bulky aryl walls allow chemists to tune the steric environment around a metal centre in organometallic catalyst design. AMI Scientific offers this TCI reagent in 250 mg and 1 g pack sizes; store it cool, dark, and tightly closed, as aromatic diamines may darken on air exposure.

Advantages (TCI brochure)

  • C(sp2)-O cross coupling
  • C(sp2)-N cross coupling with a weak base, NaOTMS
  • Effective for base-sensitive five-membered heteroarenes as substrates
  • Allows switching N/O selectivity depending on base

From the TCI brochure

  • C(sp2)-O cross-coupling of aryl bromides with alcohols
  • C(sp2)-N cross-coupling with base-sensitive five-membered heteroarenes

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