4282-80-8

Upstream product

• 122-39-4 diphenylamine 
• 106-96-7 propargyl bromide 
• 5856-89-3 lithium diphenylamide 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 2450-71-7 Propargylamine 
• 623-26-7 terephthalonitrile radical anion 

Downstream Products

• 15375-63-0 1-Diphenylamino-hexadiin-(2.4) 
• 4282-91-1 1-Diphenylamino-propin-⁽¹⁾ 
• 85013-56-5 N-diphenyl propargylamine 
• 15375-62-9 1-Diphenylamino-5-phenyl-pentadiin-(2.4) 
• 122-39-4 diphenylamine 
• 927700-73-0 N,N-diphenyl(indolizin-3-yl)amine 
• 4282-86-4 -diphenyl-amin 
• 1159175-37-7 [2-(3-morpholin-4-yl-benzofuran-2-yl)ethyl]diphenylamine 
• 1243247-23-5 C₃₈H₃₄N₈O 
• 1243247-20-2 C₅₇H₅₄N₁₂ 
• 1345987-78-1 C₂₄H₂₃N 
• 1398603-96-7 C₃₂H₃₀N₄O 
• 1398604-06-2 C₃₂H₃₀N₄O₃S 

Relevant academic research and scientific papers

Exciton spectroscopy of red polydiacetylene chains in single crystals

The absorption and emission properties of excitons are investigated in a pure 'red' phase of luminescent polydiacetylene wires. The values of the binding energy (Eb = 0.556 eV) and Bohr radius (r ～ 14 ?) make the 'red' exciton similar to the one of the extensively studied 'blue' phase, so the conformational modifications which lead to a reordering of excited states and luminescent emission do not strongly affect the exciton structure. The opening of a thermally activated non radiative channel leads to an efficient quenching of the intense luminescence observed at low temperature.

Copper(i)-catalysed intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphites

Intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphite diesters proceeded in the presence of Cu(i)-catalysts (20 mol%) to selectively give 2-phosphono-1,2,3,4-tetrahydroquinolines in good yields with 100% atomic utilization. P-H and two C-H bonds are activated at once and these hydrogen atoms are trapped by a propargylic triple bond in the molecule.

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N -propargylanilines with diverse carbon pronucleophiles: Facile access to functionalized tetrahydroquinolines

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with two types of carbon pronucleophiles (nitromethane as a sp3 carbon pronucleophile and phenylacetylenes as sp carbon pronucleophiles) proceeded to give the 2-substituted tetrahydroquinolines in good yields with 100percent atomic utilization without any additional external oxidants.

Synthesis and thermal, electrochemical, and photophysical investigation of carbazole/diphenyl benzothiadiazole-based fluorophores

Herein, we describe the syntheses of symmetric and asymmetric benzothiadiazole (BTD)-based fluorophores via the Sonogashira coupling reaction, using 4,7-dibromobenzothiadiazole as the central core and propargyl carbazole and/or propargyl diphenylamine as the side groups. The synthesized fluorophores exhibited absorption bands in the ultraviolet region, with a maxima between 372 and 380 nm due to the π→π* electronic transitions. Although they presented very low fluorescence quantum yields in solution, they demonstrated typical aggregation-induced emission phenomenon. Their oxidation potentials ranged from 0.91 to 1.18 V vs. NHE and reduction potentials from ?1.20 to 1.26 V vs. NHE. Their HOMO energies ranged from ?5.35 to 5.62 eV electron affinity from ?3.18 to 3.24 eV. Thus, the electrochemical bandgap of the BTD-based fluorophores was in the range of 2.16–2.38 eV. The symmetric BTD derivatives 3 and 5 exhibited good thermal stability, with decomposition temperatures at ~330 °C and 200 °C, respectively. BTD 7 showed lower thermal stability with a decomposition temperature of ~110 °C. BTD 3 and 5 showed glass transition temperature (Tg) values of ~75 °C (first heating) and 60 °C (first and second heating), respectively. BTD 7 did not show any Tg. The density functional theory (DFT) and time-dependent DFT calculations were performed at the CAM-B3LYP/6-31G** level of theory, which corroborated with the charge transfer characteristics of these compounds.

Synthesis of 2-Indolyltetrahydroquinolines by Zinc(II)-Catalyzed Intramolecular Hydroarylation-Redox Cross-Dehydrogenative Coupling of N-Propargylanilines with Indoles

An intramolecular hydroarylation-redox cross-dehydrogenative coupling (CDC) of propargylic anilines with indoles proceeded in the presence of zinc(II) catalysts to give 2-indolyltetrahydroquinolines in good to high yields. Three C-H bonds (two sp2and one sp3) are activated in one shot and these hydrogen atoms are trapped by a propargylic triple bond in the molecule.

Synthesis, optical, electrochemical, and thermal studies on triazole-based dendrimers with diphenylamine as surface group

Fréchet-type dendrimers with hole-transporting diphenylamine as surface group and electron-transporting triazole moiety as building block have been synthesized by convergent synthetic strategy through 'click chemistry' methodology. First generation dendri

Highly regioselective palladium-Catalyzed oxidative coupling of indolizines and vinylarenes via C-H bond cleavage

[Chemical Equation Presented] A highly regloselective oxidative coupling reaction between indolizines and vinylarenes has been accomplished In the presence of palladium catalysts to give only the branched α-product In high efficiency. The regioselectivity Is promoted significantly by bidentate nitrogen Uganda.

Facile N-arylation of amines and sulfonamides and O-arylation of phenols and arenecarboxylic acids

An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl inflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.

Facile N-Arylation of Amines and Sulfonamides

(Matrix presented) A facile, transition-metal-free N-arylation procedure for amines and sulfonamides has been developed, which affords good to excellent yields of arylated products under very mild reaction conditions. A methoxy-substituted aryl triflate affords N-arylated products in high yields with excellent regioselectivity. This chemistry tolerates a variety of functional groups.

Dynamics of α-CH deprotonation and α-desilylation reactions of tertiary amine cation radicals

Time-resolved laser spectroscopy has been used to generate and characterize a series of tertiary amine cation radicals and to determine the rates of their α-CH deprotonation and α-desilylation reactions with bases and silophiles. Laser excitation (308 nm) of a 60:40 MeOH:MeCN solution of PhNMe2 (DMA) and 1,4-dicyanobenzene (DCB) promotes SET-induced formation of the DMA cation radical (460 nm) and DCB anion radical (340 nm), which undergo decay by back electron transfer at nearly equal rates and with respective second-order rate constants of 1.1 × 1010 and 1.3 × 1010 M-1 s-1 (25°C). The decay rate is lowered (ca. 4-fold) by the inclusion of salts (ca. 0.1 M) such as nBu4NClO4, LiClO4, HBu4NCl, nBu4NBF4, and nBu4NO3SCF3 in MeOH-MeCN and by changing the solvent from MeCN to MeOH and to EtOH. The cation radical of PhNMeCH2(TMS) (480 nm) and the simultaneously generated DCB anion radical undergo second order decay in MeCN with respective rate constants of 1.2 × 1010 and 9.9 × 109 M-1 s-1 (25°C). The silylamine cation radical decay rate was found to be governed by the concentration of silophiles (MeOH, H2O and nBu4NF) in MeCN solutions. The observations are consistent with a silophile-induced desilylation process with second-order rate constants of 8.9 × 105 (MeOH), 1.27 × 106 (H2O), and 3.1 × 109 M-1 s-1 (nBu4NF). The rate of DMA cation radical decay is a function of base concentration. Both nBu4NOAc and nBu4NO2CCF3 react with the DMA cation radical (in 60:40 MeOH:MeCN containing 0.1 M nBu4NClO4) with second-order rate constants for α-CH deprotonation of 3.1 × 105 and 8 × 104 M-1 s-1 (25°C), respectively. Measurements with PhN(CD3)2 and nBu4NOAc gave a kH/kD for α-CH deprotonation of 3.6 (60:40 MeOH:MeCN, 25°C). Para-substituents have a pronounced effect on the rate of α-CH deprotonation by nBu4NOAc; second-order rate constants of 2.3 × 104, 1.1 × 105, and 2.5 × 106 M-1 s-1 were determined for the P-OMeC6H4NMe2, p-MeC6H4NMe2 and p-CF3C6H4NMe2 cation radicals. Studies with Ph2NMe demonstrated that its cation radical (645 nm) can be generated by SET to DCB and that its decay through α-CH deprotonation by nBu4NOAc has a second-order rate constant of 9.5 × 105 M-1 s-1 and a kH/kD value of 2.8 (25:75 MeOH:MeCN, 25°C). Finally, the effects of α-substituents on the rates of nBu4-NOAc-induced α-CH deprotonation of tertiary amine cation radicals were evaluated by use of the amines Ph2NCHR1R2. The second-order rate constants (25°C, 25:75 MeOH:MeCN) are 2.3 × 105 (R1 = Me, R2 = H), 1.7 × 105 (R1 = R2 = Me), 3.2 × 106 (R1 = Ph, R2 = H), 2.6 × 106 (R1 = CH=CH2, R2 = H), and 7.0 × 107 M-1 s-1 (R1 = C≡CH, R2 = H).