3525-61-9Relevant academic research and scientific papers
Sonochemical and solvothermal synthesis of methanol {2-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]phenolato}-dioxidomolybdenum(VI) complex and its decomposition to MoO3 nanoparticles
Saeednia,Iranmanesh,Ardakani, M. Hatefi,Ebadinejad
, p. 976 - 984 (2016)
As a new precursor to prepare nano molybdenum trioxide, methanol {2-[(2-hydroxy-1,1-dimethylethylimino)-methyl]phenolato}dioxidomolybdenum(VI) complex (1) with the Schiff base ligand (H2L) is synthesized by two different methods: solvothermal a
Anion coordination selective [Mn3] and [Mn4] assemblies: synthesis, structural diversity, magnetic properties and catechol oxidase activity
Pait, Moumita,Shatruk, Michael,Ray, Debashis
, p. 11741 - 11754 (2015)
Syntheses, crystal structures, magnetic properties and catechol oxidation behavior are presented for [Mn3] and [Mn4] aggregates, [MnIII2MnII(O2CMe)4(dmp)2(H2O)2]·2H2O (1·2H2O), [MnIII2MnII(O2CCH2Cl)4(dmp)2(H2O)2]·H2O·MeOH (2·H2O·MeOH), [MnIII4(μ3-O)(dmp)4(μ-DMSO)(N3)(DMSO)(H2O)]ClO4·DMSO (3·ClO4·DMSO), and [MnIII4(μ3-O)(dmp)4(μ-DMSO)(ClO4)(DMSO)(H2O)]ClO4·DMSO (4·ClO4·DMSO), developed with single type ligand H2dmp, 2-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]-phenol. The successful isolation of 1-4 resulted from a systematic exploration of the effect of MnII salts, added carboxylates, Mn/H2dmp ratio, presence of azide, and other reaction conditions. The cores of 1 and 2 are similar and consist of a linear MnIIIMnIIMnIII unit in a carboxylate and H2dmp environment, revealing a central MnII ion in a different environment and terminal MnIII ions available for the introduction of structural and magnetic anisotropy to the system. The cores of 3 and 4 are also similar and consist of a distorted incomplete-adamantane type Mn4 coordination assembly in a carboxylate-free environment built on a triangular [MnIII3(μ3-O)] unit. The magnetic behavior of complexes 1-3 is dominated by antiferromagnetic exchange coupling that results in ground state spin values of S = 3/2 for 1 and 2 and S = 0 for 3. In solution, all four complexes 1-4 show catechol oxidation activity towards 3,5-DTBC. The catalytic activity for the oxidation of 3,5-DTBC in air followed the order 4 3 1 2.
Switchable Imine and Amine Synthesis Catalyzed by a Well-Defined Cobalt Complex
Paudel, Keshav,Xu, Shi,Hietsoi, Oleksandr,Pandey, Bedraj,Onuh, Chuka,Ding, Keying
supporting information, p. 418 - 426 (2021/02/01)
Switchable imine and amine synthesis catalyzed by a tripodal ligand-supported well-defined cobalt complex is presented herein. A large variety of primary alcohols and amines were selectively converted to imines or amines in good to excellent yields. It is discovered that the base plays a crucial role on the selectivity. A catalytic amount of base leads to the imine formation, while an excess loading of base results in the amine product. This strategy on product selectivity also strongly depends on the organometallic catalysts in use. We expect that the present study could provide useful insights toward selective organic synthesis and catalyst design.
Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator
Guemundsson, Arnar,Manna, Srimanta,B?ckvall, Jan-E.
supporting information, p. 11819 - 11823 (2021/04/29)
Herein we report the first FeII-catalyzed aerobic biomimetic oxidation of amines. This oxidation reaction involves several electron transfer steps and is inspired by biological oxidation in the respiratory chain. The electron transfer from the amine to molecular oxygen is aided by two coupled catalytic redox systems, which lower the energy barrier and improve the selectivity of the oxidation reaction. An iron hydrogen transfer complex was utilized as the substrate-selective dehydrogenation catalyst along with a bifunctional hydroquinone/cobalt Schiff base complex as a hybrid electron transfer mediator. Various primary and secondary amines were oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.
Palladium-Catalyzed Oxidation of β-C(sp3)-H Bonds of Primary Alkylamines through a Rare Four-Membered Palladacycle Intermediate
Bunescu, Ala,Ernst, Martin,Hartwig, John F.,Qiu, Yehao,Su, Bo,Zuend, Stephan J.
supporting information, p. 7912 - 7919 (2020/05/22)
Site-selective functionalizations of C-H bonds are often achieved with a directing group that leads to five- or six-membered metallacyclic intermediates. Analogous reactions that occur through four-membered metallacycles are rare. We report a challenging palladium-catalyzed oxidation of primary C-H bonds β to nitrogen in an imine of an aliphatic amine, a process that occurs through a four-membered palladacyclc intermediate. The success of the reaction relies on the identification, by H/D exchange, of a simple directing group (salicylaldehyde) capable of inducing the formation of this small ring. To gain insight into the steps of the catalytic cycle of this unusual oxidation reaction, a series of mechanistic experiments and density functional theory (DFT) calculations were conducted. The experimental studies showed that cleavage of the C-H bond is rate-limiting and formation of the strained four-membered palladacycle is thermodynamically uphill. DFT calculations corroborated these conclusions and suggested that the presence of an intramolecular hydrogen bond between the oxygen of the directing group and hydroxyl group of the ligating acetic acid is crucial for stabilization of the palladacyclic intermediate.
PROCESS FOR PREPARATION OF AMINO ALCOHOLS
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Paragraph 0066, (2020/01/31)
A process for the preparation of amino alcohols includes condensing a compound of Formula (II), a stereoisomer, a tautomer, or a salt thereof with a compound of Formula (IlIa) or Formula (Illb), a stereoisomer, a tautomer, or a salt thereof to form a condensation product; hydroxylating or acyloxylating the condensation product in the presence of an oxidant to obtain a hydroxylation or acyloxylation product; and subjecting the hydroxylation or acyloxylation product to one or more subsequent reactions comprising a hydrolysis reaction, alcohol deprotection, an amino lysis reaction, or a combination of two or more thereof to obtain an amino alcohol of Formula (I).
Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C=C Bond Cleavage
Peng, Yi,Fan, Yan-Hui,Li, Si-Yuan,Li, Bin,Xue, Jing,Deng, Qing-Hai
, p. 8389 - 8394 (2019/10/16)
C=C bond breaking to access the C=N bond remains an underdeveloped area. A new protocol for C=C bond cleavage of alkenes under nonoxidative conditions to produce imines via an iron-catalyzed nitrene transfer reaction of 4-hydroxystilbenes with aryl azides is reported. The success of various sequential one-pot reactions reveals that the good compatibility of this method makes it very attractive for synthetic applications. On the basis of experimental observations, a plausible reaction mechanism is also proposed.
Solvent-free chemoselective oxidation of alcohols by hydrogen peroxide using a new synthesized copper complex as reusable heterogeneous nanocatalyst
Saeednia,Hatefi Ardakani,Pakdin-Parizi,Iranmanesh,Sinaei
, p. 1963 - 1975 (2016/09/16)
Single crystal of a new copper(II) Schiff base complex [Cu(HL)(H2O)NO3] (1) (H2L?=?{2-[(2-hydroxy-1,1-dimethyl-ethylimino)methyl]phenol}) and its nanostructure have been synthesized by slow evaporation of a methanol soluti
Oxo-bridged bis oxo-vanadium(V) complexes with tridentate Schiff base ligands (VOL)2O (L = SAE, SAMP, SAP): Synthesis, structure and epoxidation catalysis under solvent-free conditions
Cordelle, Cindy,Agustin, Dominique,Daran, Jean-Claude,Poli, Rinaldo
body text, p. 144 - 149 (2011/02/23)
The dinuclear V(V) complexes (VOL)2O (L = SAE (1), SAMP (2), SAP (3)) have been synthesized from VO(acac)2 and the corresponding tridentate ligands LH2 in methanol under reflux conditions and subsequent air oxidation in organic solvent. They have been characterized by IR and NMR spectroscopy, by thermogravimetric analysis, and by single crystal X-ray diffraction for 1 and 2. DFT calculations were carried out for a better understanding of the vibrational pattern, principally the V-O related vibrations. Complex [VO(SAP)]2O (3) catalyzes the epoxidation of cyclooctene by TBHP in water in the absence of any added solvent with good selectivity.
Synthesis of some new mono- and bis-polycyclic aromatic spiro and bis-nonspiro-β-lactams
Jarrahpour, Aliasghar,Ebrahimi, Edris
experimental part, p. 515 - 531 (2010/05/02)
Some new mono-and bis-polycyclic aromatic spiro-β-lactams and bis-non spiropolycyclic aromatic β-lactams have been synthesized from imines derived from anthracene-9-carbaldehyde, 2-naphtaldehyde and a ketene derived from 9H-xanthene-9carboxylic acid and p
