Alkylation of Catechol with Benzhydrol: Unusual Regioselectivity in the Synthesis of <i>o</i>‐Quinones and Catechols

Cherkasov, V. K.; Abakumov, G. A.; Shavyrin, A. S.; Kuz'michev, Vsevolod V.; Баранов, Е. В.; Smolyaninov, I. V.; Kuropatov, V. A.

doi:10.1002/ajoc.201500005

Cited by 9 publications

(2 citation statements)

References 17 publications

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“…Analysis of the experimental EPR spectra indicates the presence of HFC of an unpaired electron with magnetic 14 N nitrogen nuclei, protons in the 3‐ and 6‐positions of the iminoquinone ring and protons of the methoxy group. The extraordinary large value of the HFC constant with the proton in the 6‐position of the iminosemiquinone cycle (2.58–2.60 G) is not typical for semiquinone derivatives [16] and it is a confirmation of the preferential localization of the spin density on the nitrogen atom of the chelate site. Simulation of the experimental spectra obtained for complexes 8 (Figure 2) and 9 also revealed the HFC of the unpaired electron (0.48–0.49 G) with two equivalent nuclei with spin S=1/2.…”

Section: Resultsmentioning

confidence: 97%

Imination of Sterically Unshielded o‐Quinones in the Coordination Sphere of Zinc (II)

Kocherova,

Martyanov,

Rumyantcev

et al. 2024

ChemistrySelect

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Section: Resultsmentioning

confidence: 97%

Imination of Sterically Unshielded o‐Quinones in the Coordination Sphere of Zinc (II)

Kocherova,

Martyanov,

Rumyantcev

et al. 2024

ChemistrySelect

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“…However, there are “noninnocent” ligands named by Jørgensen, which could also participate in redox process. − It has been well determined that the interaction of metals with noninnocent ligands is important to promote electron transfer processes in biological or chemical reactions. − In addition, the noninnocent ligands deeply offer more features in establishing “correct” electronic distribution . Hence, a profusion of noninnocent ligands with the N, O, and S atoms is utilized more frequently in the coordination, organometallic chemistry, and biochemistry, such as dithiolenes, , semiquinone (SQ) − or the hybrid o -aminophenol, − glyoxal-bis(2-mercaptoanil) (H 2 gma), − etc.…”

Section: Introductionmentioning

confidence: 99%

Electronic Transition and Magnetic Coupling Regulation in Trimetallic Complexes Featuring a New Bridging Ligand Obtained by Oxidative Addition

Huang

Zhu

et al. 2023

Inorg. Chem.

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A series of trimetallic complexes [Fe III (μ-L)(py)] 2 M II (py) n (n = 2, M II = Mn II , 1; Fe II , 2; Co II , 3; Zn II , 4; n = 3, M II = Cd II , 5) with a new bridging ligand L 4− (deprotonated 1,2-N 1 ,N 2 -bis(2-mercaptoanil) oxalimidic acid) were synthesized and fully characterized by elemental analysis, single-crystal X-ray crystallography, IR, and Mossbauer spectra. Interestingly, the bridging ligand was obtained by oxidative addition of the (gma • ) 3− ligand from the mononuclear precursor Fe(gma)py (gma = glyoxalbis(2-mercaptoanil)). In the obtained complexes, the bridging ligand L 4− coordinates to the terminal Fe III ions (intermediate-spin with S Fe = 3/2) by the N, S atoms, and coordinate to the central metal M II ion by the four O atoms. The resonance structure of the bridging ligand can be described as the two 4π-electron delocalized systems connected by one single-bond (C 1 −C 2 ), which is different from the electronic structure of the precursor Fe(gma)py. Remarkably, the magnetic coupling interaction can be regulated through the central metal. The ferromagnetic coupling constant J gradually decreases as M II changes from Fe II to Co II and Mn II , while the paramagnetic behaviors are presented when M II = Zn II and Cd II , confirmed by the magnetic susceptibility measurements and further supported by using the PHI program. Furthermore, the bridging ligand to the terminal Fe III charge transfer (LMCT) transitions emerged in all complexes but the central Fe II to terminal Fe III charge transfer (MMCT) only presented in complex 2, strongly supported by the UV/vis−NIR electronic spectra and TDDFT calculations.

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ROS Scavenging Biopolymers for Anti‐Inflammatory Diseases: Classification and Formulation

Zhang

Yang

et al. 2020

Adv Materials Inter

116

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Reactive oxygen species (ROS), the byproducts of aerobic metabolism, is a class of crucial molecules in physiological processes, nevertheless, would induce a series of inflammatory responses when overexpression. Excessive or inappropriate inflammation contributes to a range of acute and chronic human inflammatory diseases. In recent years, ROS scavenging agents have been widely regarded as a kind of potential therapeutic substances due to their abilities of delaying and/or inhibiting the oxidative stress in physiological microenvironments. ROS scavenging biopolymers are a group of agents that commonly have strong ROS scavenging ability and pharmacokinetic potential compared to similar low molecular weight agents. In this review, the generation and clearance of ROS in physiological processes, as well as the effects of ROS inflammatory diseases are introduced. Furthermore, the classification, macromolecular structure, and scavenging mechanism of those antioxidant polymers are systematically described and discussed, which aim to provide a guiding theoretical reference of designing effectively ROS scavenging biopolymers for anti‐inflammatory disease therapy.

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Alkylation of Catechol with Benzhydrol: Unusual Regioselectivity in the Synthesis of o‐Quinones and Catechols

Cited by 9 publications

References 17 publications

Imination of Sterically Unshielded o‐Quinones in the Coordination Sphere of Zinc (II)

Imination of Sterically Unshielded o‐Quinones in the Coordination Sphere of Zinc (II)

Electronic Transition and Magnetic Coupling Regulation in Trimetallic Complexes Featuring a New Bridging Ligand Obtained by Oxidative Addition

ROS Scavenging Biopolymers for Anti‐Inflammatory Diseases: Classification and Formulation

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