Home
Resources
Publications
N-Methylphthalimide-substituted Benzimidazolium Salts and PEPPSI Pd-NHC Complexes: Synthesis, Characterization and Catalytic Activity in Carbon-Carbon Bond-Forming Reactions

N-Methylphthalimide-substituted Benzimidazolium Salts and PEPPSI Pd-NHC Complexes: Synthesis, Characterization and Catalytic Activity in Carbon-Carbon Bond-Forming Reactions

Senem Akkoç, Yetkin Gök, İlhan Özer İlhan, Veysel Kayser

Beilstein J Org Chem. 2016 Jan 15;12:81-8.

PMID: 26877810

Abstract:

A series of novel benzimidazolium salts (1-4) and their pyridine enhanced precatalyst preparation stabilization and initiation (PEPPSI) themed palladium N-heterocyclic carbene complexes [PdCl2(NHC)(Py)] (5-8), where NHC = 1-(N-methylphthalimide)-3-alkylbenzimidazolin-2-ylidene and Py = 3-chloropyridine, were synthesized and characterized by means of (1)H and (13)C{(1)H} NMR, UV-vis (for 5-8), ESI-FTICR-MS (for 2, 4, 6-8) and FTIR spectroscopic methods and elemental analysis. The synthesized compounds were tested in Suzuki-Miyaura cross-coupling (for 1-8) and arylation (for 5-8) reactions. As catalysts, they demonstrated a highly efficient route for the formation of asymmetric biaryl compounds even though they were used in very low loading. For example, all compounds displayed good catalytic activity for the C-C bond formation of 4-tert-butylphenylboronic acid with 4-chlorotoluene.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP123324710	4-tert-Butylphenylboronic acid		123324-71-0	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: