31237-07-7

Upstream product

• 709-09-1 3,4-dimethoxynitrobenzene 
• 87587-65-3 3,3',4,4'-tetramethoxyazoxybenzene 
• 87587-62-0 4-azido-1,2-dimethoxybenzene 
• 201230-82-2 carbon monoxide 
• 6315-89-5 3,4-dimethoxyaniline 

Downstream Products

• 861569-44-0 N,N'-bis-(4,5-dimethoxy-2-nitro-phenyl)-N-nitro-hydrazine 
• 6315-89-5 3,4-dimethoxyaniline 

Relevant academic research and scientific papers

Effect of Topologically Controlled Coulombic Interactions on the Dynamic Behavior of Photoexcited Nitrophenyl Alkyl Ethers in the Presence of Tertiary Amines with Limited Motion Freedom

Time-resolved electronic absorption spectroscopy has been successfully applied to clarify the mechanism of the "abnormal" photochemical cleavage of 4-nitrophenyl piperidinoaikyl ethers induced by controlled Coulombic disturbance of the "normal" electronic distribution of the radical anion intermediate. Thus, photolysis of 1-piperidino-2-(2-methoxy-4-nitrophenoxy)ethane (a system with an amine with limited freedom of motion) in acetonitrile leads to C-O bond photocleavage in a relatively slow process (k ≈ 4 × 105 s-1) from intermediate species that show radical-ion pair behavior. Systems with higher freedom of motion of the amine moiety, such as 1-piperidino-5-(2-methoxy-4-nitrophenoxy)pentane or 4-nitroveratrole 4- triethylamine, show the intermediate radicalion pairs mainly evolving to reduction products, probably a result of intermediates with geometries not allowed for the system with limited freedom of motion of the amine.

Approaches to Azepines: A New Azepine by the Photolysis of Dimethyl p-Azidosalicylate

We have generated 3-methoxy-4-carbomethoxyphenylnitrene and 3,4-dimethoxyphenylnitrene under various conditions, in a search for new azepines.Unexpectedly, only the former, by photolysis of dimethyl p-azidosalicylate, gave an azepine.Intramolecular coordi

Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines

We report the first example of homogeneously catalyzed hydrogenation of the N=N bond of azo compounds using a complex of an earth-abundant-metal. The hydrogenation reaction is catalyzed by a manganese pincer complex, proceeds under mild conditions, and yields amines, which makes this methodology a sustainable alternative route for the conversion of azo compounds. A plausible mechanism involving metal-ligand cooperation and hydrazine intermediacy is proposed based on mechanistic studies. (Figure presented.).

Pd(OAc)2-catalyzed carbonylation of amines

A phosphine-free catalytic system [Pd(OAc)2-Cu(OAc) 2-air] induced a substrate-specific carbonylation of amines in boiling toluene under CO gas (1 atm). Symmetrical N,N′-dialkylureas were obtained by the carbonylation of primary amines. N,N,N′-Trialkylureas were selectively formed by addition of a secondary amine to the above reaction vessel. Secondary amines did not give tetraalkylureas. However, dialkylamines with a phenyl group on their alkyl chains, such as N-monoalkylated benzylic amine or phenethylamine derivatives, underwent a direct aromatic carbonylation to afford five- or six-membered benzolactams. In the carbonylation, the chelation effect or steric repulsion between Pd(II) and the meta-substituent in the ortho-palladation and the ring sizes of cyclopalladation products that were formed prior to carbonylation were found to generate good site selectivity and increase the reaction rate. In contrast, carbonylation of ω- arylalkylamines with a hydroxyl group gave neither ureas nor benzolactams but instead produced 1,3-oxazolidinones smoothly. Hydrochlorides of amines also underwent carbonylation to afford the corresponding amides under the conditions used. This procedure made it possible to prepare ureas of amino acid esters and N-alkylcarbamates in practical yields.

Effect of Structure of Photoresponsive Molecules on Photochemical Phase Transition of Liquid Crystals I. Synthesis and Thermotropic Properties of Photochromic Azobenzene Derivatives

Seventeen azobenzene derivatives were synthesized and their thermotropic properties were examined.They are classified into three groups.In the first group, 4-cyanobiphenyl moieties are attached to both sides of azobenzene through various alkyl spacers: AB(nCB)2 where n = 3, 4, 5 and 6.In the second group, the 4-cyanobiphenyl moiety is attached to one side of the azobenzene, while the substituent of the other side was kept as OCH3:1ABnCB, where n = 3, 4, 5, 6 and 8.The third group is the azobenzene derivatives which possess alkoxy substituents at both para positions of azobenzene (nABm) or at various positions of the azobenzene phenyl rings (k,1ABn,m).The introduction of the 4-cyanobiphenyl group at the end(s) of the molecules is based on the attempt of highly efficient photochromic molecules to induce photochemical phase transition of liquid crystals by providing the photochromic trigger molecules with high affinity to the host liquid crystal.Both 1ABnCB and AB(nCB)2 exhibited the liquid crystalline phases, whereas among nABm and k,1ABn,m, only 1AB8 and 8AB8 showed the liquid crystalline phase.The 1ABnCB series exhibited a distinct odd-even variation in phase transition temperatures as well as enthalpy and entropy changes with the length of the flexible spacers, while the AB(nCB)2 series did not show clear odd-even variation except for the liquid crystal to isotropic phase transition temperatures.