150-78-7Relevant articles and documents
Charge-transfer complex formations of tetracyanoquinone (cyanil) and aromatic electron donors
Jalilov, Almaz S.,Lu, Jianjiang,Kochi, Jay K.
, p. 35 - 41 (2016)
Single-electron oxidants are the primary reagents for investigations of the new oxidants and the development of electron-accepting materials for application in optoelectronics. Quinones are the well-known class of the neutral single-electron oxidants. Here, we present the properties of the strongest neutral electron acceptor of this class tetracyanoquinone (cyanil) and investigate its electron-accepting strength by analyzing the charge-transfer complex formations with the aromatic donor molecules. Charge-transfer complexes of tetracyanoquinone with aromatic electron donors are characterized spectroscopically in solution and isolated as the single crystals.
Photo-Switchable Self-Assemblies Based on Thymine-Containing Bolaamphiphiles
Al-Shereiqi, Ahmed S.,Boyd, Ben J.,Saito, Kei
, p. 1135 - 1144 (2017)
The photoswitching of photosensitive bolaamphiphiles based on thymine was investigated. Topochemical principles were applied to create light-responsive supra-amphiphiles by the utilisation of dynamic covalent bonds created by the photo-dimerisation of a DNA base, thymine. In order to induce the photo-dimerisation of thymine, two bolaamphiphilic molecules were designed and synthesised to meet the required [2 π+2 π] photo-cycloaddition conditions. The amphiphiles were synthesised with different spacers and their photo-reversibility and morphologies were studied by using UV/Vis, NMR and infrared spectroscopy, rheometry, dynamic light scattering and transmission electron microscopy.
Pulse Radiolytic Investigations of Aqueous Solutions of Methoxybenzene Cation Radicals: The Effect of Colloidal RuO2
Brandys, Marek,Sasson, Richard E.,Rabani, Joseph
, p. 953 - 962 (1987)
The formation and decay of the radical cations of 1,4-dimethoxybenzene (DMB) and 1,2,4,5-tetramethoxybenzene (TMB) were investigated by the pulse radiolysis technique in the absence and the presence of colloidal RuO2 particles.DMB2. was obtained only by T12+ oxidation of DMB while TMB+.+ was produced by oxidation of TMB using both T12+ and Br2-.In the absence of RuO2 both DMB.+ and TMB.+ decay predominantly via a second-order process, although there is a contribution of a pseudo-first-order reaction.The rate constants for these reactions are reported.RuO2 colloidal particles catalyze the decay of both TMB.+ and DMB.+.The reactions of TMB.+ with RuO2 were found to depend on pH, pulse intensity, and colloidal concentration.At pH 3-4, adsorbtion of TMB.+ to the colloid is observed, followed by the decay of the remaining TMB.+ in the bulk.At higher pHs, loading of the RuO2 colloid by positive holes takes place until equilibrium is archieved between loaded holes and TMB.+ and again the remaining TMB.+ decays at a later stage.The fraction of TMB.+ that loads the colloidal particles increases with both pH and .It is also suggested that DMB.+ loads the RuO2 at the pH where experiments were performed. (TMB)2 and (DMB)2 dimers (or higher oligomers) are suggested to be the final products both in absence and presence of RuO2.No O2 is formed with the RuO2 colloid despite a favorable redox potential for water oxidation.
Photogeneration of Radical Cations from Aqueous Methoxylated Benzenes
Grabner, Gottfried,Rauscher, Walter,Zechner, Josef,Getoff, Nikola
, p. 222 - 223 (1980)
Formation of radical cations resulting from photoinduced electron ejection from methoxylated benzenes in aqueous solutions has been observed.
A highly stable all-in-one photocatalyst for aryl etherification: The NiIIembedded covalent organic framework
Chen, Hao,Dong, Wenbo,Hu, Jianxiang,Rao, Li,Wang, Pei,Wang, Shengyao,Xiang, Yonggang,Yang, Yi
, p. 5797 - 5805 (2021/08/23)
The efficient conversion of aryl bromides to the corresponding aryl alkyl ethers by dual nickel/photocatalysis has seen great progress, but difficulties of recycling the photosensitizer or nickel complexes cause problems of sustainability. Here, we report the design of a novel, highly stable vinyl bridge 2D covalent organic framework (COF) containing Ni, which combines the role of photosensitizer and reactive site. The as-prepared sp2c-COFdpy-Ni acts as an efficient heterogeneous photocatalyst for C-O cross coupling. The sp2c-COFdpy-Ni can be completely recovered and used repeatedly without loss of activity, overcoming the limitations of the prior methods. Preliminary studies reveal that strong interlayer electron transfer may facilitate the generation of the proposed intermediate sp2c-COFdpy-NiI in a bimolecular and self-sustained manner. This all-in-one heterogeneous photocatalyst exhibits good compatibility of substrates and tolerance of functional groups. The successful attempt to expand the 2D COFs with this new catalyst into photocatalytic organic transformation opens an avenue for photoredox/transition metal mediated coupling reactions.
B(C6F5)3-Catalyzed Hydroarylation of Aryl Alkynes for the Synthesis of 1,1-Diaryl and Triaryl Substituted Alkenes
Chen, Hui,Gao, Liuzhou,Liu, Xueting,Wang, Guoqiang,Li, Shuhua
supporting information, p. 5238 - 5242 (2021/10/19)
A new strategy for the synthesis of 1,1-diaryl and triarylsubstituted alkenes has been developed utilizing B(C6F5)3-catalyzed hydroarylation of alkynes with phenols. The method provides a direct route to ortho-alkenylated phenols with both terminal and internal alkynes. The reactions show excellent regioselectivity, and good stereoselectivity was observed for the hydroarylation of internal alkynes. Computational and experimental studies suggest that for the reaction of internal alkynes and phenols, an acid-catalyzed isomerization mechanism involving two tertiary carbonium ion intermediates is responsible for the formation of Z-triaryl substituted alkenes.
