1601-97-4

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 603121-28-4 p,p'-diiodoazoxybenzene 
• 540-37-4 p-aminoiodobenzene 
• 64-17-5 ethanol 
• 19717-45-4 hydrazo(4-iodobenzene) 
• 7705-08-0 iron(III) chloride 
• 62-53-3 aniline 

Downstream Products

• 540-37-4 p-aminoiodobenzene 
• 92792-15-9 1,2-bis(4-ethynylphenyl)diazene 
• 709032-95-1 [Co₂(CO)₄(μ-bis(diphenylphosphino)methane)(μ₂-η²-SiMe₃C₂)]₂(CΞC)₂ 
• 112-05-0 nonanoic acid 
• 28393-07-9 eicosa-9,11-diyne 
• 108921-73-9 p-iodonitrosobenzene 
• 1556876-03-9 4,4′-bis(tributylstannyl)azobenzene 
• 1556875-99-0 4,4′-bis(trimethylstannyl)azobenzene 
• 956605-94-0 4,4′‐dimercaptoazobenzene 

Relevant academic research and scientific papers

Benzidine Rearrangements. 18. Mechanism of the Acid-Catalyzed Disproportionation of 4,4'-Diiodohydrazobenzene. Application of Heavy-Atom Kinetic Isotope Effects

Nitrogen and carbon kinetic isotope effects (KIE) have been measured for the two-proton disproportionation of 4,4'-diiodohydrazobenzene (1).Disproportionation was carried out in 70percent aqueous dioxane under previously described kinetic conditions.The n

Synthesis, photophysics and morphology of a conjugated polymer with azobenzene building block in the backbone

A conjugate polymer poly[p-(phenyleneethylene)-alt- (phenyleneazophenyleneethylene)] (PPEPAPE) containing azobenzene building block in the polymer backbone was synthesized via Sonogashira cross-coupling of 4,4′-diiodoazobenzene and 1,4-diethynyl-2,5-didod

Microporous organic polymers based on tetraethynyl building blocks with N-functionalized pore surfaces: synthesis, porosity and carbon dioxide sorption

A series of microporous organic polymers (MOPs) based on tetraethynyl monomers such as tetrakis(4-ethynylphenyl)methane and tetrakis(4-ethynylphenyl)silane was synthesized via conventional Sonogashira-Hagihara coupling reaction. The resulting MOPs were ch

In Situ Coupling of Single Molecules Driven by Gold-Catalyzed Electrooxidation

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.

Supramolecular functionalization of Single-Walled Carbon Nanotubes (SWNTs) with a photoisomerizable conjugated polymer

A fluorene- and azobenzene-containing conjugated polymer, poly[2,7-(9,9-didodecylfluorene)-alt-4,4′-azobenzene] (F12AZO) has been successfully synthesized using Suzuki polycondensation. The introduction of two dodecyl chains on the flourene unit resulted

Synthesis, characterization, photo-induced alignment, and surface orientation of poly(9,9-dioctylfluorene-alt-azobenzene)s

Three types of bi-functionalized copolymers (P1FAz, P2FAz, and P3FAz) with different numbers of fluorene units and an azobenzene unit were synthesized and characterized using UV-vis and polarized absorption spectroanalysis. The trans-cis photoisomerization was conformed under 400 nm light irradiation for all copolymers in chloroform. However, in the film state, only the trans-cis photoisomerization occurred by mono-fluorene attached copolymer poly[(9,9-di-n-octylfluorenyl-2,7-diyl)-alt-4,4′-azobenzene)] (P1FAz). Photo-induced alignment was achieved using the P1FAz film after irradiation with linear polarized 400 nm light and subsequent annealing at 60 °C. Surface orientation of a spin-coating film of poly(9,9-didodecylfluorene) (F12) was achieved using the photo-induced alignment layer of the P1FAz film after annealing at 90°C. The photo-induced alignment layer of P1FAz has potential application to the surface orientation technique for appropriate polymers, which will be useful for the fabrication of optoelectronics devices.

Photocatalytic oxidative coupling of arylamines for the synthesis of azoaromatics and the role of O2 in the mechanism

The photocatalytic oxidative coupling of aryl amines to selectively synthesize azoaromatic compounds has been realized. Multiple different photocatalysts can be used to perform the general reaction; however, Ir(dF-CF3-ppy)2(dtbpy)+, where dF-CF3-ppy is 2-(2,4-difluorophenyl)-5-(trifluoromethyl)-pyridine and dtpby is 4,4′-tert-butyl-2,2′-bipyridine, showed the greatest range of reactivity with various amine substrates. Both electron-rich and -deficient amines can be coupled with yields up to 95% under an ambient air atmosphere. Oxygen was deemed to be essential for the reaction and is utilized in the regeneration of the photocatalyst. Fluorescence quenching and radical trap experiments indicate an amine radical coupling mechanism that proceeds through a hydrazoaromatic intermediate before further oxidation occurs to form the desired azoaromatic products.

Au@zirconium-phosphonate nanoparticles as an effective catalytic system for the chemoselective and switchable reduction of nitroarenes

In the present paper, a novel inorganic-organic layered material, a zirconium phosphate aminoethyl phosphonate, ZP(AEP), bearing aminoethyl groups on the layer surface, was used to immobilize AuNPs by a two-step procedure. The gold-based catalyst, Au1@ZP(AEP), containing 1 wt% Au, was characterized in terms of physico-chemical properties and TEM analysis revealed that the AuNPs have a spherical shape and an average size of 7.8 (±2.4) nm. Au1@ZP(AEP) proved its high efficiency for the chemoselective reduction of nitroarenes under mild conditions. Both batch and flow condition protocols have been defined. The catalytic system has been proven to be able to easily switch chemoselectivity allowing the control of the reduction of a series of nitroaromatics towards their corresponding azoxyarenes (2a-k) or anilines (2a-l) in 96% EtOH or abs EtOH, respectively, by using NaBH4 as a reducing agent, in good to excellent yields. Recovery and reuse of the catalytic system has been investigated proving the benefits of the flow approach.

Conversion of anilines into azobenzenes in acetic acid with perborate and Mo(VI): correlation of reactivities

Azobenzenes are extensively used to dye textiles and leather and by tuning the substituent in the ring, vivid colours are obtained. Here, we report preparation of a large number of azobenzenes in good yield from commercially available anilines using sodium perborate (SPB) and catalytic amount of Na2MoO4 under mild conditions. Glacial acetic acid is the solvent of choice and the aniline to azobenzene conversion is zero, first and first orders with respect to SPB, Na2MoO4 and aniline, respectively. Based on the kinetic orders, UV–visible spectra and cyclic voltammograms, the conversion mechanism has been suggested. The reaction rates of about 50 anilines at 20–50?°C and their energy and entropy of activation conform to the isokinetic or Exner relationship and compensation effect, respectively. However, the reaction rates, deduced by the so far adopted method, fail to comply with the Hammett correlation. The specific reaction rates of molecular anilines, obtained through a modified calculation, conform to the Hammett relationship. Thus, this work presents a convenient inexpensive non-hazardous method of preparation of a larger number of azobenzenes, and shows the requirement of modification in obtaining the true reaction rates of anilines in acetic acid and the validity of Hammett relationship in the conversion process, indicating operation of a common mechanism.

Automatic regulation and control type photoelectric conversion molecule and preparation method thereof

The invention provides an automatic regulation and control type photoelectric conversion molecule. The automatic regulation and control type photoelectric conversion molecule comprises an optical switch molecule, an electron donor which is connected to one end of the optical switch molecule through a covalent bond and an electron acceptor which is connected to the other end of the optical switch molecule through an acetylene group, wherein the optical switch molecule is a group comprising a photochromic compound; the electron donor is a group capable of providing electrons; the electron acceptor is a group which has an electron accepting capability and has electronegativity stronger than that of the electron donor and the optical switch molecule. The automatic regulation and control type photoelectric conversion molecule can be used for efficiently collecting solar energy and converting the solar energy into excitation-state electron energy. The automatic regulation and control type photoelectric conversion molecule is of an open structure at an initial state; electrons are transferred to the acceptor from the donor and an optical switch under light illumination; the optical switchis triggered to be automatically closed and charge flowing in the molecule is stopped; excited electrons cannot reflow and compound, so that efficient separation of charges in an organic molecule system is realized; the closed optical switch absorbs light and is converted back to an opening state after the excited electrons are consumed, so that automatic circulation is realized.