53546-08-0

Upstream product

• 536-74-3 phenylacetylene 
• 693-02-7 hex-1-yne 
• 75-05-8 acetonitrile 
• 3042-21-5 2-methyl-5-phenyl-1H-pyrrole 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 1670-14-0 benzamidine monohydrochloride 
• 873-73-4 4-n-chlorophenylacetylene 
• 772-38-3 4-tert-Butylphenylacetylene 
• 39919-65-8 2,5-dibromo-6-methylpyridine 
• 98-80-6 phenylboronic acid 
• 100-47-0 benzonitrile 

Downstream Products

• 1215692-54-8 C₅₄H₄₂IrN₃ 

Relevant academic research and scientific papers

Heteroatom-Embedded Approach to Vinylene-Linked Covalent Organic Frameworks with Isoelectronic Structures for Photoredox Catalysis

Embedding heteroatoms into the main backbones of polymeric materials has become an efficient tool for tailoring their structures and improving their properties. However, owing to comparatively harsh heteroatom-doping conditions, this has rarely been explo

Carbon Atom Insertion into Pyrroles and Indoles Promoted by Chlorodiazirines

Herein, we report a reaction that selectively generates 3-arylpyridine and quinoline motifs by inserting aryl carbynyl cation equivalents into pyrrole and indole cores, respectively. By employing α-chlorodiazirines as thermal precursors to the corresponding chlorocarbenes, the traditional haloform-based protocol central to the parent Ciamician-Dennstedt rearrangement can be modified to directly afford 3-(hetero)arylpyridines and quinolines. Chlorodiazirines are conveniently prepared in a single step by oxidation of commercially available amidinium salts. Selectivity as a function of pyrrole substitution pattern was examined, and a predictive model based on steric effects is put forward, with DFT calculations supporting a selectivity-determining cyclopropanation step. Computations surprisingly indicate that the stereochemistry of cyclopropanation is of little consequence to the subsequent electrocyclic ring opening that forges the pyridine core, due to a compensatory homoaromatic stabilization that counterbalances orbital-controlled torquoselectivity effects. The utility of this skeletal transform is further demonstrated through the preparation of quinolinophanes and the skeletal editing of pharmaceutically relevant pyrroles.

Visible-Light-Promoted [2 + 2 + 2] Cyclization of Alkynes with Nitriles to Pyridines Using Pyrylium Salts as Photoredox Catalysts

A highly regioselective [2 + 2 + 2] cyclization of aromatic alkynes with nitriles is developed for the preparation of 2,3,6-trisubstituted pyridines under visible-light irradiation using a pyrylium salt as the photoredox catalyst. This cycloaddition is ac

PHOSPHORESCENT MATERIALS

Novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing. Additionally, methods are provided for making homoleptic Ir (III) compounds which may contain a twisted aryl.

Bis(silylenyl)- and bis(germylenyl)-substituted ferrocenes: Synthesis, structure, and catalytic applications of bidentate silicon(II)-cobalt complexes

Strong bite: The two respective SiII and GeII centers in ferrocene-containing bis(silylene) and bis(germylene) ligands 1 can serve as excellent donors, as shown in the formation of Co complexes 2 (see scheme, Cp=·5-cyclopentadienyl). Unexpectedly, only the bis(silylene)-Co complex 2 is a precatalyst for the [2+2+2] cycloaddition of phenylacetylene and MeCN, possibly because of a stronger coordination of the GeII donor centers to Co. Copyright

A simple and highly efficient iron catalyst for a [2+2+2] cycloaddition to form pyridines

Joined by iron: The iron catalyst for the formation of pyridines at room temperature (see scheme), which was generated in situ from an inorganic iron salt and a diphosphine ligand, exhibited high reactivity and regioselectivity. Copyright

(η3-Allyl)(η5-pentamethylcyclopentadienyl)cobalt - a Selective Catalyst for the Pyridine Synthesis

(η3-Allyl)(η5-pentamethylcyclopentadienyl)cobalt (1) cactalyses the synthesis of various pyridines from alkynes and nitriles under mild conditions.Only small amounts of benzenes are formed in this selective reaction. - Key Words: Cobalt complexes, (η3-allyl)(η5-pentamethylcyclopentadienyl)- / Pyridine synthesis / Catalytic activity / Chemoselectivity

Electron Transfer to Excited Doublet States. Photoirradiation of 10-Methylphenothiazine Cation Radical Perchlorate in Solutions of Phenylacetylene and p-Tolylacetylene in Acetonitrile

10-Methylphenothiazine cation radical perchlorate (MP.+ClO4-) underwent slow reaction with p-tolylacetylene (PTA) and phenylacetylene (PA) in solution in acetonitrile in the dark.Perchlorate salts (3a and 3b) assumed to be bis-adducts of MP.+ClO4- to the alkyne were formed.In contrast, irradiation of such solutions with visible light (λ > 400 nm) caused oxidation of the alkyne. 2-Methyl-3,6-di-p-tolylpyridine (1a) and 1,4-di-p-tolyl-5,6-dioxa-1,3-cyclohexadiene (2a) were formed from PTA, whereas 2-methyl-3,6-diphenylpyridine (1b) and 1-phenylnaphthalene (4b) were formed from PA.Irradiation of a solution of MP.+ClO4- and 1-pentyne gave only a trace of 2-methyl-3,6-dibutylpyridine (1c).

Shape-selective Synthesis of Substituted Pyridine on Zeolite-hosted Monovalent Cobalt

The synthesis of diphenyl methyl pyridine via the cotrimerization of phenyl acetylene and acetonitrile using a novel monovalent cobalt catalyst generated reductively in zeolitic media is described.

Photosensitized Electron-transfer Reactions of Phenylacetylene

Phenylacetylene (A) reacts with excited sensitizers (S) to produce radical ions (S).-, (A).+, which react as geminate or separated pairs with (A) to give a dimeric radical cation (A+-.A);the latter reacts with nitriles to give pyridines (1) or with nitromethane leading to an oxidation product (2) and a dimer (1-phenylnaphthalene) is also formed via the geminate pair.