100846-27-3

Upstream product

• 40473-01-6 2-Bromo-5-chloro-pyridine 
• 626-60-8 3-Chloropyridine 
• 89379-91-9 5-chloro-2-(methylsulfanyl)pyridine 
• 16663-57-3 3-chloropyridinetrifluoroborate 

Relevant academic research and scientific papers

Isomer Dependence of Efficiency and Charge Recombination in Dye-Sensitized Solar Cells Using Ru Complex Dyes Bearing Halogen Substituents

We have synthesised Ru(H2-dcbpy)(N,N′-Y2-bpy)(NCS)2 dyes (where N = 4, 5; Y = F, Cl, Br; N is the position on the bipyridyl ring where the halogen substituent is located) for dye-sensitised solar cells. We show that careful consideration of the position of the substituent, in conjunction with the nature of the substituents, on a bpy ring is important to optimize the solar cells performance. Changing the position (from 4,4′ to 5,5′) along with the nature of the halogen (F, Cl, or Br) substituents were observed to cause changes in the electronic and spectroscopic properties of the dyes as well as influence the recombination rates at the TiO2-dyes-I-/I3- interface affecting the performance of the dyes in DSSCs. Changing the position (from 4,4′ to 5,5′) along with the nature of the halogen (F, Cl, or Br) substituents affects the electronic and spectroscopic properties of the Ru(H2-dcbpy)(N,N′-Y2-bpy)(NCS)2 dyes as well as the recombination rates at the TiO2-dyes-I-/I3- interface hence affecting the performance of the dyes in DSSCs.

Method for preparing 2,2'-bipyridine and its derivatives

The invention discloses a method for preparing 2,2'-bipyridine and its derivatives. The method is characterized in that the 2,2'-bipyridine represented by formula II is generated through dehydrogenation coupling of pyridine represented by formula I, or its derivative, in the presence of an additive under the action of a supported catalyst, wherein R in the formula I and the formula II is H, a C1-C2 alkyl group, Cr or Br. The method has the advantages of extensive applicability of the raw material, high atom utilization rate, and high activity, long life and few byproducts in the catalyst.

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.

A study on the BF3 directed lithiation of 3-chloro- and 3-bromopyridine

The BF3-directed lithiation of 3-chloro- and 3-bromopyridine (1a and 1b, respectively) has been investigated. The reactions of 3-chloro- or 3-bromopyridine-BF3 adduct with LDA (1.3/1.1 equiv) followed by quenching with benzaldehyde or iodine exclusively gave the C-2 substituted products. However, when 2.2 equiv of LDA and dimethyl disulfide was used, a C-6 substituted product was obtained. Dilithiation of 1a and 1b has been studied with and without the involvement of BF3 complexation. The role of Lia?F(BF3) interactions has been investigated by experimental and DFT calculations.

LIGAND EXCHANGE AND LIGAND COUPLING VIA THE ?-SULFURANE INTERMEDIATE IN THE REACTION OF ALKYL 2-PYRIDYL SULFOXIDE WITH GRIGNARD REAGENTS: CONVENIENT PREPARATION OF 2,2'-BIPYRIDINES

The reaction between methyl 2-pyridyl sulfoxide (1) with Grignard reagents afforded 2,2'-bipyridine (2) in moderate yield.The reaction is considered to involve initial ligand exchange to generate 2-pyridylmagnesium halide which in the subsequent step attacks the original sulfoxide to form the ?-sulfurane that undergoes ligand coupling to afford 2.The reaction of t-butyl-2-pyridyl sulfoxide (3) with C6H5MgBr, however, gave only 2-phenylpyridine (4).This may due to steric hindrance to the initial ligand exchange.Formation of 2 is a convenient process for preparation of 2,2'-bipyridines bearing various substituents.