92792-15-9Relevant academic research and scientific papers
Electrochemical oxidation of 4-ethynylaniline: A green electrochemical protocol for the synthesis of diazine compounds
Mehrdadian, Maryam,Khazalpour, Sadegh,Amani, Ameneh,Jamshidi, Mahdi
, (2021)
Electrochemical oxidation of 4-ethynylaniline was studied in buffer solution/acetonitrile mixture in different pHs. Our electrochemical data assert that the product of oxidation of 4-ethynylaniline is unstable in acidic and alkaline solution, and can be hydrolyzed in strong acidic (pH: 1–3) and alkaline (pH: 9–10) solutions. In continues, the electrochemical synthesis of 1,2-bis(4-ethynylphenyl)diazene was carried out by electrochemical oxidation of 4-ethynylaniline in aqueous HCl buffer and in a simple undivided cell, using carbon anode. To biological assessment (antibiotic activity), the molecular docking of some receptors and 1,2-bis(4-ethynylphenyl) diazene have been performed. The negative values of the binding affinity showed that azo product has an inhibitory effect against receptors. Also, the diffusion coefficient of 4-ethynylaniline in acetonitrile was determined using the single potential-step chronoamperometry technique.
In Situ Coupling of Single Molecules Driven by Gold-Catalyzed Electrooxidation
Zang, Yaping,Stone, Ilana,Inkpen, Michael S.,Ng, Fay,Lambert, Tristan H.,Nuckolls, Colin,Steigerwald, Michael L.,Roy, Xavier,Venkataraman, Latha
supporting information, p. 16008 - 16012 (2019/07/16)
A single-molecule method has been developed based on the scanning tunneling microscope (STM) to selectively couple a series of aniline derivatives and create azobenzenes. The Au-catalyzed oxidative coupling is driven by the local electrochemical potential at the nanostructured Au STM tip. The products are detected in situ by measuring the conductance and molecular junction elongation and compared with analogous measurements of the expected azobenzene derivatives prepared ex situ. This single-molecule approach is robust, and it can quickly and reproducibly create reactions for a variety of anilines. We further demonstrate the selective synthesis of geometric isomers and the assembly of complex molecular architectures by sequential coupling of complementary anilines, demonstrating unprecedented control over bond formation at the nanoscale.
Catalytic Materials Based on Surface Coating with Poly(ethyleneimine)-Stabilized Gold Nanoparticles
Ortega-Mu?oz, Mariano,Blanco, Victor,Hernandez-Mateo, Fernando,Lopez-Jaramillo, F. Javier,Santoyo-Gonzalez, Francisco
, p. 3965 - 3973 (2017/09/14)
Gold nanoparticles (AuNPs) can be obtained from HAuCl4 by using poly(ethyleneimine) (PEI) as both reductant and stabilizing agent. However, the known affinity of PEI for different materials has not been exploited to coat them and turn their surface catalytic. We demonstrate that the irradiation of a solution of HAuCl4 and branched PEI 1800 (bPEI2K) with microwave (MW) yields PEI-stabilized AuNPs (MW-PEI@AuNPs) with an average size of 7.6 nm that are catalytically active in the reduction with NaBH4 of different nitroarenes functionalized with a variety of functional groups. Moreover, the as-prepared MW-PE@-AuNPs show affinity for different materials such as polystyrene (standard spectrophotometry disposal cuvettes), polypropylene (Falcon-type tubes), and silica (Silica gel 60), turning their surface catalytic without any additional synthetic step. This feature was exploited to transform standard tubing (Tygon, poly(ether ether ketone), and stainless steel) into flow reactors by simple passage of a solution of MW-PEI@AuNPs. This straightforward functionalization is especially appealing in the case of the stainless-steel tubing, one of the materials more widely used in HPLC, which is of interest for flow nanocatalysis.
Synthesis of Azobenzenes Using N-Chlorosuccinimide and 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)
Antoine John, Alford,Lin, Qing
, p. 9873 - 9876 (2017/09/23)
A convenient method for the synthesis of symmetrical azobenzenes is reported. This one-step procedure involves treatment of anilines with N-chlorosuccinimide (NCS) and organic base 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). A wide range of commercially available substituted anilines readily participate in this reaction to produce the corresponding azobenzenes in moderate-to-excellent yields in minutes.
Impact of the Alkyne Substitution Pattern and Metalation on the Photoisomerization of Azobenzene-Based Platinum(II) Diynes and Polyynes
Al-Balushi, Rayya A.,Haque, Ashanul,Jayapal, Maharaja,Al-Suti, Mohammed K.,Husband, John,Khan, Muhammad S.,Skelton, Jonathan M.,Molloy, Kieran C.,Raithby, Paul R.
, p. 10955 - 10967 (2016/11/18)
Trimethylsilyl-protected dialkynes incorporating azobenzene linker groups, Me3SiC ≡ CRC ≡ CSiMe3 (R = azobenzene-3,3′-diyl, azobenzene-4,4′-diyl, 2,5-dioctylazobenzene-4,4′-diyl), and the corresponding terminal dialkynes, HC ≡ CRC ≡
