39858-87-2

Usage

Uses

Used in Organometallic Chemistry:
2,2'-Bi(5-methoxypyridine) is used as a ligand for organometallic complexes, enhancing their stability and reactivity in various chemical reactions.
Used in Catalysis:
2,2'-Bi(5-methoxypyridine) is employed as a catalyst or a catalyst component to promote a wide range of reactions, including C-C bond formation and cross-coupling reactions, improving the efficiency and selectivity of these processes.
Used in Pharmaceutical Drug Synthesis:
2,2'-Bi(5-methoxypyridine) is utilized in the synthesis of pharmaceutical drugs, contributing to the development of new and effective medications.
Used in Organic Chemical Synthesis:
2,2'-Bi(5-methoxypyridine) is applied in the synthesis of various organic chemicals, leveraging its reactivity to facilitate the formation of desired products in organic synthesis processes.

Upstream product

• 105170-27-2 2-bromo-5-methoxypyridine 
• 139585-48-1 2-chloro-5-methoxypyridine 

Downstream Products

• 2326-78-5 5,5'-dihydroxy-2,2'-bipyridyl 

Relevant academic research and scientific papers

Synthesis of heteroleptic phosphine-copper(i) complexes: Fluorescence sensing and catalytic properties

Heteroleptic copper(i)-phosphine complexes have attracted considerable attention because of their diverse structures, and photophysical and catalytic properties. In this work, a series of heteroleptic diimine-diphosphine Cu(i) complexes (C1-C10) were synthesized quantitively using the designed bipyridine (L1-L4) and bidentate polyphosphine (L5-L8) as functional ligands. These mixed ligand-copper(i) complexes were fully characterized by 1H and 13C NMR spectroscopy, electrospray ionization mass spectrometry (ESI-MS) and elemental analysis. The detailed structures of complexes C1, C2, C5, C6, C9 and C10 were confirmed by single-crystal X-ray diffraction analysis. Moreover, these phosphine-Cu(i) complexes exhibited intense emissions either in the solid state or in solution under UV light excitation. The emissive complexes C1-C4 displayed highly sensitive luminescence sensing towards silver ions in a quenching fashion (turn-off). Furthermore, all the phosphine-protected copper(i) complexes exhibited high catalytic activity towards azide-alkyne cycloaddition (CuAAC) in water.

Copper-catalyzed [1,2]-rearrangements of allylic iodides and aryl α-diazoacetates

The [1,2]- and [2,3]-rearrangements of iodonium ylides are synthetically useful reactions for the generation of functionalized α-iodoesters. Allylic iodides are coupled with α-diazoesters in the presence of a copper catalyst and a ligand to generate iodonium ylides, which undergo metal-mediated rearrangements. By fine-tuning the structure of the ligand, we have reversed the regioselectivity of copper-catalyzed reactions of iodonium ylides from [2,3]- to [1,2]-rearrangements with the use of alternate bipyridine ligands. The preference for [1,2]-rearrangements was further improved by using bulky aryl α-diazoester substrates. Several α-iodoesters with a diverse range of functional groups were generated in good yields (up to 88% yield) and high regioselectivities (up to >95:5 regioisomeric ratio). A deuterium-labeled substrate was utilized to gain insight into the mechanism of the reaction.

Reductive couplings of 2-halopyridines without external ligand: Phosphine-free nickel-catalyzed synthesis of symmetrical and unsymmetrical 2,2'-bipyridines

An unexpectedly facile synthetic approach for symmetrical and unsymmetrical 2,2'-bipyridines through the Ni-catalyzed reductive couplings of 2-halopyridines was developed. The couplings were efficiently catalyzed by 5 mol % of NiCl2.6H2O without the use of external ligands. A variety of 2,2'-bipyridines including caerulomycin F have been efficiently synthesized.

Novel seco cyclopropa[c]pyrrolo[3,2-e]indole bisalkylators bearing a 3,3′-arylenebisacryloyl group as a linker

We synthesized the novel seco cyclopropa[c]pyrrolo[3,2-e]indole (CPI) bisalkylators and evaluated their antitumor activity. Among these derivatives, 11a (AT-760), in which the two seco 3-methoxycarbonyl-2-trifluoromethyl CPI (MCTFCPI) moieties are connected with a 3,3′-(1,4-phenylene)bisacryloyl group, was found to exhibit more potent cytotoxicity and antitumor activity against HeLaS3 human uterine cervix carcinoma cells and Colon 26 adenocarcinoma cells, respectively, than 8 (bizelesin, U-77,779). It also appeared that compound 11a exhibits improved in vivo efficacy in the human colon CX-1 model when compared to either compound 8 or mitomycin C (MMC). Efficacious doses for 11a were found to be 2-fold lower than those for 8.