105516-40-3Relevant academic research and scientific papers
Synthesis, characterization, and crystal structures of copper(II) and zinc(II) complexes derived from the tridentate Schiff bases 2-[1-(pyridin-2- ylmethylimino) ethyl]phenol and (1-pyridin-2-ylethylidene)pyridin-2- ylmethylamine
Shi, Da-Hua,Cao, Zhi-Ling,Liu, Wei-Wei,Xu, Rui-Bo,Gao, Liu-Liu,Zhang, Qian
, p. 864 - 867 (2012)
A centrosymmetric phenolate oxygen bridged dinuclear copper(II) complex [Cu2(L1)2(N3)2] (1) and a mononuclear zinc(II) complex [Zn(L2)(NCS)2] (2), where HL1 = 2-[1-(py
Practical One-Pot Multistep Synthesis of 2H-1,3-Benzoxazines Using Copper, Hydrogen Peroxide, and Triethylamine
Trammell, Rachel,Cordova, Alexandra,Zhang, Shuming,Goswami, Sunipa,Murata, Richel,Siegler, Maxime A.,Garcia-Bosch, Isaac
, p. 4536 - 4540 (2021)
In this article, we describe simple one-pot syntheses of 2H-1,3-benzoxazines from ketones utilizing an imino-pyridine directing group (R1R2-C=N?CH2-Pyr), which promotes a Cu-directed sp2 hydroxylation using H2O2 as oxidant and followed by an oxidative intramolecular C?O bond formation upon addition of NEt3. This synthetic protocol is utilized in the gram scale synthesis of the 2H-1,3-benzoxazine derived from benzophenone. Mechanistic studies reveal that the cyclization occurs via deprotonation of the benzylic position of the directing group to produce a 2-azallyl anion intermediate, which is oxidized to the corresponding 2-azaallyl radical before the C?O bond formation event. Understanding of the cyclization mechanism also allowed us to develop reaction conditions that utilize catalytic amounts of Cu.
Directed Hydroxylation of sp2 and sp3 C-H Bonds Using Stoichiometric Amounts of Cu and H2O2
Trammell, Rachel,D'Amore, Lorenzo,Cordova, Alexandra,Polunin, Pavel,Xie, Nan,Siegler, Maxime A.,Belanzoni, Paola,Swart, Marcel,Garcia-Bosch, Isaac
, p. 7584 - 7592 (2019/06/11)
The use of copper for C-H bond functionalization, compared to other metals, is relatively unexplored. Herein, we report a synthetic protocol for the regioselective hydroxylation of sp2 and sp3 C-H bonds using a directing group, stoichiometric amounts of Cu and H2O2. A wide array of aromatic ketones and aldehydes are oxidized in the carbonyl γ-position with remarkable yields. We also expanded this methodology to hydroxylate the β-position of alkylic ketones. Spectroscopic characterization, kinetics, and density functional theory calculations point toward the involvement of a mononuclear LCuII(OOH) species, which oxidizes the aromatic sp2 C-H bonds via a concerted heterolytic O-O bond cleavage with concomitant electrophilic attack on the arene system.
COMPOUNDS FOR PHOTODYNAMIC THERAPY
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Page/Page column 23, (2012/02/05)
A metal-ligand complex comprising a transition metal complexed with at least one Schiff base ligand comprising an additional nitrogen atom from a heterocycle and at least one heteroaromatic nucleic acid intercalating moiety. A pharmaceutical composition c
COMPLEXATION D'IMINOPYRIDINES PAR LE SEL DE ZEISE: VOIE D'ACCES A DES CONJUGUES ESTRADIOL-cis-DICHLORO PLATINE. ETUDE STRUCTURALE DU COMPLEXE cis-PtCl2,H20
Pointeau, Philippe,Patin, Henri,Mousser, Abdelhamid,Marouille, Jean-Yves Le
, p. 263 - 276 (2007/10/02)
In order to synthesize penta- and hexa-gonal platinum(II) metallocycles, bidentate ligands such as iminopyridines (L) have been prepared and characterized.The (2-pyridil)CH=NR1 and (2-pyridil)CH2N=CR1R2 ligands react with Zeise's salt to afford directly the pentagonal chelates PtCl2L.Their structure and the cis-stereochemistry were shown by the usual spectroscopic methods and for cis-PtCl2,H2O by an X-ray diffraction study.On the other hand, the (2-pyridil)(CH2)2N=CR1R2 ligands do not afford the expected hexagonal metallocycles; instead, after complexation at the nitrogen atom of the imine they give rise to the (2-pyridil)ethylamine complex formed after hydrolysis of the coordinated ligands.Complexes trans-1R2>-PtCl2 represent when R1 is estradiol a model for "cytotoxic with delayed activity".
