41440-84-0

Upstream product

• 35854-43-4 2-[(2-methoxyphenyl)methyl]pyridine 
• 144061-61-0 (2-methoxy-phenyl)-[2]pyridyl-acetonitrile 
• 7035-03-2 2-methoxy-benzeneacetonitrile 
• 3510-66-5 2-Bromo-5-methylpyridine 
• 100-52-7 benzaldehyde 
• 624-28-2 2,5-dibromopyridine 
• 109-06-8 α-picoline 
• 217819-14-2 1-bromo-3,5-di-tert-butyl-2-methoxybenzene 
• 941279-81-8 2,4-dimethyl-3-(pyridin-2-ylmethyl)pentan-3-ol 
• 1433006-62-2 C₂₁H₂₉NO 
• 95-56-7 2-hydroxybromobenzene 
• 20834-61-1 2-bromo-4,6-di-tert-butylphenol 
• 101-82-6 2-Benzylpyridine 
• 1349171-39-6 2-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]pyridine 

Downstream Products

• 116104-87-1 2-[2-(2-dimethylamino-ethoxy)-benzyl]-pyridine 

Relevant academic research and scientific papers

Photo-Induced ortho-C-H Borylation of Arenes through in Situ Generation of Rhodium(II) Ate Complexes

Photoinduced in situ "oxidation"of half-sandwich metal complexes to "high-valent"cationic metal complexes has been used to accelerate catalytic reactions. Here, we report the unprecedented photoinduced in situ "reduction"of half-sandwich metal [Rh(III)] complexes to "low-valent"anionic metal [Rh(II)] ate complexes, which facilitate ligand exchange with electron-deficient elements (diboron). This strategy was realized by using a functionalized cyclopentadienyl (CpA3) Rh(III) catalyst we developed, which enabled the basic group-directed room temperature ortho-C-H borylation of arenes.

Benzylic C?H Functionalisation by [Et3SiH+KOtBu] leads to Radical Rearrangements in o-tolyl Aryl Ethers, Amines and Sulfides

Reaction of Et3SiH+KOtBu with diaryl ethers, sulfides and amines that feature an ortho alkyl group leads to rearrangement products. The rearrangements arise from formation of benzyl radicals, likely formed through hydrogen atom abstraction by triethylsilyl radicals. The rearrangements involve cyclisation of the benzyl radical onto the partner arene, which, from computation, is the rate determining step. In the case of diaryl ethers, Truce-Smiles rearrangements arise from radical cyclisations to form 5-membered rings, but for diarylamines, cyclisations to form dihydroacridines are observed. (Figure presented.).

Directed: Ortho C-H borylation catalyzed using Cp?Rh(iii)-NHC complexes

Cp?Rh(NHC) complexes with bulky chiral bidentate NHC-carboxylate ligands were efficiently synthesized and fully characterized including solid-state structures. These unprecedented rhodium(iii) complexes demonstrated high selectivity in pyridine-directed ortho-C-H borylation of arenes under mild conditions.

Electron transfer between hydrogen-bonded pyridylphenols and a photoexcited rhenium(I) complex

Two pyridylphenols with intramolecular hydrogen bonds between the phenol and pyridine units have been synthesized, characterized crystallographically, and investigated by cyclic voltammetry and UV/Vis spectroscopy. Reductive quenching of the triplet metal-to-ligand charge-transfer excited state of the [Re(CO)3(phen)(py)]+ complex (phen=1,10-phenanthroline, py=pyridine) by the two pyridylphenols and two reference phenol molecules is investigated by steady-state and time-resolved luminescence spectroscopy, as well as by transient absorption spectroscopy. Stern-Volmer analysis of the luminescence quenching data provides rate constants for the bimolecular excited-state quenching reactions. H/D kinetic isotope effects for the pyridylphenols are on the order of 2.0, and the bimolecular quenching reactions are up to 100 times faster with the pyridylphenols than with the reference phenols. This observation is attributed to the markedly less positive oxidation potentials of the pyridylphenols with respect to the reference phenols (≈0.5 V), which in turn is caused by proton coupling of the phenol oxidation process. Transient absorption spectroscopy provides unambiguous evidence for the photogeneration of phenoxyl radicals, that is, the overall photoreaction is clearly a proton-coupled electron-transfer process. A concerted effort: Two pyridylphenols with intramolecular hydrogen bonds react with a metal complex through concerted proton transfer (PT)-electron transfer (ET). Upon photoexcitation of the complex, ET occurs from the phenol to the metal, and the phenolic proton is transferred to the pyridine moiety (see picture; MLCT=metal-to-ligand charge transfer). Copyright

Generation and reactions of pyridyllithiums via Br/li exchange reactions using continuous flow microreactor systems

A continuous flow microreactor method for generating and carrying out reactions on pyridyllithiums has been developed based on Br/Li exchange reactions of bromopyridines and dibromopyridines. The reactions can be carried out without using cryogenic conditions by virtue of short residence times and efficient heat transfer, while very low temperatures such as-78 or-110°C are required for conventional batch macro methods. Moreover, sequential introduction of two different electrophiles has been successfully achieved using dibromopyridines in an integrated flow microreactor system composed of four micromixers and four microtube reactors.

An improved method for aromatic hydroxylation with heteroaromatic oxides

Photolysis of the boron trifluoride complex of pyridine-N-oxide in benzene gives a higher yield of phenol than photolysis of pyridine-N-oxide alone; with some intramolecular models, intramolecular hydroxylation can be achieved.