4640-41-9Relevant articles and documents
Design of a novel cyclopropane donor bis(trimethylsilylmethyl)cyclopropane and its electron transfer reactions
Oku, Akira,Yamauchi, Yoshihito,Schroeder, Marc
, p. 1194 - 1195 (2001)
A novel donor of SET reactions, 1,1-bis(trimethylsilylmethyl)-2-phenylcyclopropane (BTCP), was designed to function as a homoallylic 1-phenyl-3-(trimethylsilylmethyl)-3-butenyl radical (5). Thus, non-irradiated reaction of BTCP with DDQ or chloranil gave
Hageman,McNelis
, p. 3300 (1975)
Preparation and Electrochemical and Optical Properties of α-Alkoxyphthalocyanines with β-Pyridylthio Groups
Kimura, Takeshi,Kudo, Chiko,Nakajo, Shiduko
, p. 4006 - 4013 (2019)
Phthalocyanines (Pcs) 5a-Mg, 5b-Mg, 6a-Mg, and 6b-Mg with eight alkoxy groups at α-positions and 2- or 4-pyridylthio groups at the β-positions, were prepared from 3,6-dialkoxy-4,5-dipyridylthiophthalonitriles. Magnesium complexes 5a-Mg, 5b-Mg, and 6a-Mg were treated with trifluoroacetic acid to produce free-base compounds 5a-2H, 5b-2H, and 6a-2H. In the UV/Vis spectra, Q-band absorption of Mg and free-base Pcs appeared near 760 nm and 780 nm, respectively, in chloroform and 745 nm and 760 nm, respectively, in methanol. Emission spectra of these Pcs showed small Stokes shifts in chloroform and methanol. Reactions of 5a-Mg, 5b-Mg, and 5b-2H with methyl iodide produced the corresponding Pcs 7a-Mg, 7b-Mg, and 7b-2H with methyl pyridinium groups, respectively. After methylation of the pyridine nitrogen, the Pcs were moderately soluble in water but had little solubility in chloroform. The UV/Vis and emission spectra of methylated Pcs 7a-Mg, 7b-Mg, and 7b-2H were obtained in methanol and water. Photobleaching of diphenylisobenzofuran (DPBF) was examined in methanol in the presence of Pcs 7b-Mg and 7b-2H, and was monitored by UV/Vis spectroscopy.
HIGH-AND LOW-POTENTIAL, WATER-SOLUBLE, ROBUST QUINONES
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Paragraph 00141, (2018/09/21)
Substituted hydroquinones, 1,4-quinones, catechols, 1,2-quinones, anthraquinones, and anthrahydroquinones are disclosed herein. The substituted hydroquinones and catechols have the formula: while the substituted 1,4-quinones or 1,2-have the corresponding oxidized structure (1,4- benzoquinones and 1,2-benzoquinones). One or more of R1, R2, R3 and R4 include a sulfonate moiety, a sulfonimide moiety, or a phosphonate moiety, and any of R1, R2, R3 and R4 that do not include one of these moieties include an alkyl, a cycloalkyl, a thioether, a sulfoxide, a sulfone, a haloalkyl, a halogen, a nitrile, an imide, a pyrazole, or combinations thereof. The substituted anthraquinones have the formula: while the substituted anthrahydroquinones have the corresponding reduced structure. One or more of R1-R8 have a sulfonate or phosphate tethered to the ring by a thi other, amine, or ether including one or more alkyl groups. Any of R1-R8 that do not contain one of these moieties include an alkyl, a cycloalkyl, a thiother, a sulfoxide, a sulfone, a haloalkyl, a halogen, a hydroxyl, an alkoxyl, an ether, an amine, or hydrogen The substituted hydroquinones, 1,4-quinones, catechols, 1,2-quinones, anthraquinones, or anthrahydroquinones are soluble in water, stable in aqueous acid solutions, and have useful reduction potentials in the oxidized form. Accordingly, they can be used as redox mediators in emerging technologies, such as in mediated fuel cells or organic-mediator flow batteries.
Diels-Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid
Mohan Raj, Radhakrishnan,Balasubramanian, Kalpattu K.,Easwaramoorthy, Deivanayagam
, p. 1115 - 1121 (2017/02/10)
This comprehensive study portrays that p-toluenesulfonic acid is a more efficient catalyst for the reaction between p-quinones and 3,4-dihydro-2H-pyran, than the Lewis acids. The products were accomplished by the Diels-Alder cycloaddition reaction and their mechanistic pathways have been formulated. The impact of C2 and C2,5 substituents of the p-quinones on the cycloaddition reaction has been explored. Remarkably, it is the first report to explore this kind of in situ generated diene for the Diels-Alder cycloaddition reaction.
