CAS 72914-19-3 4,4'-Di-tert-butyl-2,2'-bipyridyl

NAVIGATION

4,4'-Di-tert-butyl-2,2'-bipyridyl

PRICE INQUIRY

Catalog Number

ACM72914193-1

CAS Number

72914-19-3

Product Name

4,4'-Di-tert-butyl-2,2'-bipyridyl

Structure

Category

Ligands for Functional Metal Complexes; Polymerization Reagents

IUPAC Name

4-tert-butyl-2-(4-tert-butylpyridin-2-yl)pyridine

Molecular Weight

268.4g/mol

Molecular Formula

C18H24N2

Canonical SMILES

CC(C)(C)C1=CC(=NC=C1)C2=NC=CC(=C2)C(C)(C)C

InChI

InChI=1S/C18H24N2/c1-17(2,3)13-7-9-19-15(11-13)16-12-14(8-10-20-16)18(4,5)6/h7-12H,1-6H3

InChI Key

TXNLQUKVUJITMX-UHFFFAOYSA-N

Application

4,4'-Di-tert-butyl-2,2'-bipyridyl is a versatile white crystalline powder primarily used as a ligand in various catalytic processes, enhancing the efficiency and specificity of reactions. It serves as a crucial component in iridium-catalyzed borylation of arenes, aiding in the synthesis of arylboronic acids and aryl trifluoroborates. Furthermore, it facilitates the nickel-catalyzed hydroxycarboxylation of 1,2-dienes with carbon dioxide and oxygen. Additionally, this compound supports iridium-catalyzed meta borylation followed by halogenation of 1,3-disubstituted arenes, as well as silyl-directed ortho-borylation of arenes. It also assists in microwave-accelerated borylation of aromatic C-H bonds and silyl-directed borylation of indoles. Furthermore, as a ligand in nickel-catalyzed reactions, it plays a role in synthesizing functionalized dialkyl ketones from carboxylic acids and alkyl halides, and contributes to the iron-catalyzed arylation of heterocycles. This multifaceted compound is instrumental in the preparation and exploration of a range of chemical transformations, providing significant value in various scientific and industrial applications.

Complexity

278

Covalently-Bonded Unit Count

Exact Mass

268.193949g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

268.193949g/mol

Rotatable Bond Count

XLogP3

4.8