26040-83-5

Upstream product

• 67-56-1 methanol 
• 623-00-7 4-bromobenzenecarbonitrile 
• 1515-88-4 1-bromo-4-methoxymethylbenzene 

Downstream Products

• 1413920-14-5 3-(4-bromophenyl)-1-phenyl-1H-naphtho[1,2-e][1,3]oxazine 
• 1385719-77-6 2-(3-(4-(pyridin-4-yl)phenyl)-1H-1,2,4-triazol-5-yl)pyridine 
• 76591-83-8 2-(3-(4-bromophenyl)-1H-1,2,4-triazol-5-yl)pyridine 
• 17436-15-6 4-bromo-benzoic acid-(trichlorophosphoranyliden-amide) 

Relevant academic research and scientific papers

Flow rhodaelectro-catalyzed alkyne annulations by versatile C-H Activation: Mechanistic support for rhodium(III/IV)

A flow-metallaelectro-catalyzed C-H activation was realized in terms of robust rhodaelectro-catalyzed alkyne annulations. To this end, a modular electro-flow cell with a porous graphite felt anode was designed to ensure efficient turnover. Thereby, a variety of C-H/N-H functionalizations proved amenable for alkyne annulations with high levels of regioselectivity and functional group tolerance, viable in both an inter- or intramolecular manner. The electro-flow C-H activation allowed easy scale up, while in-operando kinetic analysis was accomplished by online flow-NMR spectroscopy. Mechanistic studies suggest an oxidatively induced reductive elimination pathway on rhodium(III) in an electrocatalytic regime.

Mechanism of generation of: Closo -decaborato amidrazones. Intramolecular non-covalent B-H?π(Ph) interaction determines stabilization of the configuration around the amidrazone CN bond

Three types of N(H)-nucleophiles, viz. hydrazine, acetyl hydrazide, and a set of hydrazones, were used to study the nucleophilic addition to the CN group of the 2-propanenitrilium closo-decaborate cluster (Ph3PCH2Ph)[B10H9NCEt], giving N-closo-decaborato amidrazones. A systematic mechanistic study of the nucleophilic addition is provided and included detailed synthetic, crystallographic, computational and kinetic work. As a result, two possible mechanisms have been proposed, which consist of firstly a consecutive incorporation of two Nu(H) nucleophiles, with the second responsible for a subsequent rapid proton exchange. The second possible mechanism assumes a pre-formation of a dinuclear [Nu(H)]2 species which subsequently proceeds with the nucleophilic attack on the boron cluster. The activation parameters for hydrazones indicate a small dependence on bond formation [ΔH? = 6.8-15 kJ mol-1], but significantly negative entropies of activation [ΔS? ranges from -139 to -164 J K-1 mol-1] with the latter contributing some 70-80% of the total Gibbs free energy of activation, ΔG?. In the X-ray structure of (Z)-(Ph3PCH2Ph)[B10H9N(H)C(Et)NHNCPh2], very rare intramolecular non-covalent B-H?π(Ph) interactions were detected and studied by DFT calculations (M06-2x/6-311++G?? level of theory) and topological analysis of the electron density distribution within the framework of Bader's theory (QTAIM method). The estimated strength of these non-covalent interactions is 0.8-1.4 kcal mol-1.

C-H activation guided by aromatic N-H ketimines: Synthesis of functionalized isoquinolines using benzyl azides and alkynes

Aromatic N-H ketimines were in situ generated from various benzylic azides by ruthenium catalysis for the subsequent Rh-catalyzed annulation reaction with alkynes to give the corresponding isoquinolines. In contrast to conventional synthetic methods for aromatic N-H ketimines, our protocol works under mild and neutral conditions, which enabled the synthesis of isoquinolines having various functionalities such as carbonyl, ester, alkenyl, and ether groups. In addition, the imidates generated from α-azido ethers were successfully used for the synthesis of 1-alkoxyisoquinolines.

Unusual high thermal stablility of a 2D → 3D polycatenated Fe(II) metal-organic framework showing guest-dependent spin-crossover behavior and high spin-transition temperature

A novel three-dimensional (3D) Fe(II) metal-organic framework (MOF), [Fe2(pptp)42H2O]n (1), constructed from the rigid 2-(3-(4-(pyridin-4-yl)phenyl)-1H-1,2,4-triazol-5-yl)pyridine (Hpptp) ligand was synthesized

Radiohalogenated for proteins

Haloaryl compounds bearing a defined functional group or precursor are metalated with either Sn(n-Bu)3 or SnMe3. The resulting aryltin compound may be transmetalated in site-specific reaction with one of the following organometallic