CAS 74663-77-7 2,3-Bis(2,6-diisopropylphenylimino)butane

Synonyms

N-(2,6-diisopropylphenyl)-N-{2-[(2,6-diisopropylphenyl)imino]-1-methylpropylidene}amine; N-((E,2E)-2-[(2,6-Diisopropylphenyl)imino]-1-methylpropylidene)-2,6-diisopropylaniline #; TRA0127768; N,N inverted exclamation marka-Bis(2,6-diisopropylphenyl)-2,3-butanediimine; J-400165; AKOS025295710; N2,N3-bis[2,6-di(propan-2-yl)phenyl]butane-2,3-diimine; (N,N'E,N,N'E)-N,N'-(butane-2,3-diylidene)bis(2,6-diisopropylaniline); 74663-77-7; ZINC15230312;

IUPAC Name

2-N,3-N-bis[2,6-di(propan-2-yl)phenyl]butane-2,3-diimine;

Molecular Weight

404.642g/mol

Molecular Formula

C28H40N2;

Canonical SMILES

CC(C)C1=C(C(=CC=C1)C(C)C)N=C(C)C(=NC2=C(C=CC=C2C(C)C)C(C)C)C;

InChI

InChI=1S/C28H40N2/c1-17(2)23-13-11-14-24(18(3)4)27(23)29-21(9)22(10)30-28-25(19(5)6)15-12-16-26(28)20(7)8/h11-20H,1-10H3;

InChI Key

YUFQUBWPYIPRHZ-UHFFFAOYSA-N;

Complexity

499

Covalently-Bonded Unit Count

Exact Mass

404.319g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

404.319g/mol

Rotatable Bond Count

Topological Polar Surface Area

24.7A^2

Application

2,3-Bis(2,6-diisopropylphenylimino)butane serves a multifaceted role as both a reactant and ligand in various chemical syntheses and catalytic processes. It is instrumental in creating a range of complex compounds, such as Lanthanide(II)-alkali sandwich complexes, Imido-amido hafnium complexes, alkali metal compounds, and tetracoordinated molybdenum(II) complexes. Additionally, it facilitates the complexation of dimethylmagnesium with α-diimines and supports the transfer of tin and germanium atoms from N-heterocyclic stannylenes and germylenes to diazadienes. As a ligand, it is pivotal in crafting highly active metal catalysts for the polymerization of ethylene and olefins, specifically with metals like Nickel, Palladium, Hafnium, and Zirconium. It further acts as a ligand in iron-catalyzed polymerization of styrene acrylate monomers, Yttrium complex-catalyzed ring-opening polymerization of cyclic esters, and in rare-earth complexes for isoprene polymerization. Its utility extends to catalysis in alkene hydroboration with cobalt and alkene hydrosilylation with nickel, underscoring its versatility and significance in advanced synthetic chemistry.

February 10, 2025

Outstanding Versatility for Complex Synthesis

2,3-Bis(2,6-diisopropylphenylimino)butane is exemplary for complex synthesis. It facilitates efficient polymerization and catalysis, especially with metals like Ni, Pd, and Hf, proving essential in advanced chemical research.