3117-03-1Relevant articles and documents
Base-Promoted Reactions of Hydroxyquinones with Pyrones: A Direct and Sustainable Entry to Anthraquinones and Naphthoquinones
Kraus, George A.,Yu, Huangchao
, p. 1840 - 1842 (2019)
Hydroxybenzoquinones and hydroxynaphthoquinones react with methyl coumalate and 5-cyanopyrone to generate anthraquinones and naphthoquinones in good to excellent yields.
Design, synthesis and α-glucosidase inhibition study of novel embelin derivatives
Chen, Wenhua,Chen, Xiaole,Gao, Min,Hong, Weiqian David,Jian, Rongchao,Li, Yuling,Sheng, Zhaojun,Tang, Xiaowen,Wu, Panpan,Zhang, Kun,Zhao, Denggao,Zheng, Xi
, p. 565 - 573 (2020/02/15)
Embelin is a naturally occurring para-benzoquinone isolated from Embelia ribes (Burm. f.) of the Myrsinaceae family. It was first discovered to have potent inhibitory activity (IC50 = 4.2 μM) against α-glucosidase in this study. Then, four seri
COMPOUND FOR HARD MASK, HARD MASK COMPOSITION COMPRISING SAID COMPOUND, AND METHOD FOR FORMING SEMICONDUCTOR ELEMENT FINE PATTERN USING SAID COMPOUND
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Paragraph 0257-0262, (2020/12/15)
The present invention relates to a compound for a hard mask, a hard mask composition comprising the same, and a method for forming a fine pattern of a semiconductor element using the same. The compound for a hard mask according to the present invention has high solvent solubility that can be applied to a spin coating method, and thus it is possible to prepare a hard mask composition that not onlyhas excellent gap filling performance, but also has excellent heat resistance and etching resistance after curing. In addition, it is possible to provide a fine pattern forming method of a semiconductor element using the same.
Oxidation of Electron-Rich Arenes Using HFIP-UHP System
Llopis, Natalia,Baeza, Alejandro
, p. 6159 - 6164 (2020/05/20)
The straightforward oxidation of electron-rich arenes, namely, phenols, naphthols, and anisole derivatives, under mild reaction conditions, is described by means of the use of an environmentally benign HFIP-UHP system. The corresponding quinones or hydroxylated arenes were obtained in moderate to good yields.
Synthesis, characterization, spectral property, Hirshfeld surface analysis and TD/DFT calculations of 2, 6-disubstituted benzobisoxazoles
Hu, Qi,Yue, Yong-Hao,Chai, Lan-Qin,Tang, Li-Jian
, p. 508 - 518 (2019/08/01)
An effective and clean aerobic oxidative method for the synthesis of 2,6-disubstituted benzobisoxazole using the free radical catalysis was obtained. 2, 6-Di(pyridin-4-yl)-benzo[1,2-d:4,5-d']bisoxazole was synthesized and characterized by 1H an
Steric effects of bulky tethered arylpiperazines on the reactivity of Co-Schiff base oxidation catalysts—a synthetic and computational study
Key, Rebecca E.,Elder, Thomas,Bozell, Joseph J.
, p. 3118 - 3127 (2019/05/10)
New C2-symmetric and C2-asymmetric Co-Schiff base catalysts tethered to arylpiperazine units were synthesized and used to oxidize phenolic lignin models to para-benzoquinones. Synthetic approaches to these catalysts were optimized to include fewer steps and broaden the types of catalyst structures available. In contrast to conventional Co-Schiff base catalysts, these systems induce phenolic oxidation in the absence of an external axial base, simplifying the process. Asymmetric catalysts bearing a phenylethylene or diphenylmethyl piperazine substituent display the highest catalytic activity observed to date for the conversion of S-models to 2,6-dimethoxybenzoquinone (DMBQ). Computational analysis shows that more reactive catalysts populate conformations that favor oxidation in preference to non-productive decomposition routes. This balance between catalyst reactivity and catalyst deactivation is optimized by inclusion of sufficient steric bulk around the periphery of the Schiff base ligand, reducing catalyst deactivation and allowing oxidations to proceed in the absence of an added axial ligand.
A Catalytic Oxidative Quinone Heterofunctionalization Method: Synthesis of Strongylophorine-26
Yu, Wanwan,Hjerrild, Per,Jacobsen, Kristian M.,Tobiesen, Henriette N.,Clemmensen, Line,Poulsen, Thomas B.
supporting information, p. 9805 - 9809 (2018/07/31)
The preparation of heteroatom-substituted p-quinones is ideally performed by direct addition of a nucleophile followed by in situ reoxidation. Albeit an appealing strategy, the reactivity of the p-quinone moiety is not easily tamed and no broadly applicable method for heteroatom functionalization exists. Shown herein is that Co(OAc)2 and Mn(OAc)3?2 H2O act as powerful catalysts for oxidative p-quinone functionalization with a collection of O, N, and S nucleophiles, using oxygen as the terminal oxidant. Preliminary mechanistic observations and the first synthesis of the cytotoxic natural product strongylophorine-26 is presented.
ONO-pincer ruthenium complex-bound norvaline for efficient catalytic oxidation of methoxybenzenes with hydrogen peroxide
Yoshida, Ryota,Isozaki, Katsuhiro,Yokoi, Tomoya,Yasuda, Nobuhiro,Sadakane, Koichiro,Iwamoto, Takahiro,Takaya, Hikaru,Nakamura, Masaharu
supporting information, p. 7468 - 7479 (2016/08/16)
The enhanced catalytic activity of ruthenium complex-bound norvaline Boc-l-[Ru]Nva-OMe 1, in which the ONO-pincer ruthenium complex Ru(pydc)(terpy) 2 is tethered to the α-side chain of norvaline, has been demonstrated for the oxidation of methoxybenzenes to p-benzoquinones with a wide scope of substrates and unique chemoselectivity.
Unusual, chemoselective etherification of 2-hydroxy-1,4-naphthoquinone derivatives utilizing alkoxymethyl chlorides: Scope, mechanism and application to the synthesis of biologically active natural product (±)-lantalucratin C
Ogata, Tokutaro,Yoshida, Tomoyo,Shimizu, Maki,Tanaka, Manami,Fukuhara, Chie,Ishii, Junko,Nishiuchi, Arisa,Inamoto, Kiyofumi,Kimachi, Tetsutaro
, p. 1423 - 1432 (2017/02/15)
A novel etherification of 2-hydroxy-1,4-naphthoquinone derivatives with alkoxyalkyl chlorides and hydride bases is described. Precise study of the conditions and substrate scope suggested that the reaction occurs specifically in the molecule having a 2-hydroxy-1,4-benzoquinone skeleton. A chemoselective O-methylation reaction was achieved to afford a synthetically important intermediate, which offered easy access to a natural product possessing anti-tumor activity.
Tetramethoxybenzene is a good building block for molecular wires: Insights from photoinduced electron transfer
Heinz, Luisa G.,Yushchenko, Oleksandr,Neuburger, Markus,Vauthey, Eric,Wenger, Oliver S.
, p. 5676 - 5684 (2015/06/16)
Two donor bridge-acceptor molecules with terminal triarylamine and Ru(bpy)32+ (bpy = 2,2′-bipyridine) redox partners were synthesized and investigated by cyclic voltammetry, optical absorption, luminescence, and transient absorption spectroscopy. The two dyads differ only by the central bridging unit, which was tetramethoxybenzene (tmb) in one case and unsubstituted phenylene (ph) in the other case. Photoirradiation of the Ru(bpy)32+ complex of the two dyads triggers intramolecular electron transfer from the triarylamine to the 3MLCT-excited metal complex, and this process occurs with time constants of 1.5 and 6.8 ns for the tmb- and ph-bridged dyads, respectively. Thermal electron transfer in the reverse direction then leads to disappearance of the photoproduct with a time constant of 10 ns in both dyads. The faster rate of photoinduced charge transfer in the tmb-bridged dyad can be understood in the framework of a hole-tunneling model in which the electron-rich tmb bridge imposes a more shallow barrier than the less electron-rich ph spacer. Until now tmb-based molecular wires have received very little attention, and alkoxy substituents have been mostly used for improving the solubility of oligo-p-phenylene vinylene (OPV) and oligo-p-phenylene ethynylene (OPE) wires. Our study illustrates how four alkoxy-substituents on a phenylene backbone can have a significant influence on the charge-transfer properties of a molecular wire, and this is relevant in the greater context of a future molecular electronics technology.
