6957-24-0Relevant articles and documents
Hydrazine-mediated strongly coupled Re(CO)3 dimers
Hasheminasab,Rhoda,Crandall,Ayers,Nemykin,Herrick,Ziegler
, p. 17268 - 17277 (2015)
Dimeric metal complexes can often exhibit coupling interactions via bridging ligands. In this report, we present two Re(CO)3 dimers, where the metals are linked via a bis(pyca) hydrazine (pyca = pyridine-2-carbaldehyde imine) Schiff base ligand. For the dimeric compounds 4 and 5, we observe strong coupling across the dimer as measured by cyclic voltammetry: ～480 mV separations between the first and the second reduction waves that correspond to comproportionation constants close to 1.5 × 108. Evidence for a mixed valence state upon one electron reduction was also observed by spectroelectrochemistry in which a clear inter-valence charge-transfer (IVCT) band was observed in [4]- and [5]-complexes. The electronic structures of all target compounds were probed by DFT and TDDFT computational methods. DFT calculations indicate that reduction takes place at the diimine units, and that the observed coupling is a ligand-based phenomenon, rather than one that involves metal-based orbitals.
Two new copper(II) complexes with the shortest (N-N) diazine based rigid ligand: Example of unusual tridentate coordination mode
Karmakar, Ruma,Choudhury, Chirantan Roy,Batten, Stuart R.,Mitra, Samiran
, p. 75 - 81 (2007)
Two new five coordinated Cu(II) complexes, Cu(L)Cl2,CH3OH (1) and Cu(L)Br2 (2) derived from the flexidentate ligand (L), 2-pyridinealdazine, have been synthesised and characterised by spectroscopic and electrochemical studies. Single crystal structures of the complexes were determined. Crystal structures of both the complexes contain monomeric entities of five coordinated copper(II) ions where the Schiff base ligand, 2-pyridinealdazine, acts in a tridentate fashion. The central part of the ligand in complex 2 is disordered over two positions: N8{single bond}N9 make up the major position and N8A{single bond}N9A make up the minor position.
Oxidized multiwalled nanotubes as efficient carbocatalyst for the general synthesis of azines
Agnoli, Stefano,Alemán, José,Blanco, Matías,Fraile, Alberto,Valle-Amores, Miguel A.
, p. 174 - 183 (2022/02/02)
The carbocatalytic synthesis of azines (N-N linked diimines) by mild-oxidized multiwalled carbon nanotubes catalyst (oxMWNT) is presented. The material, just with a 5 %wt. loading, is able to carry out a smooth room-temperature metal-free condensation of
Design, synthesis and biological evaluation of Schiff’s base derivatives as multifunctional agents for the treatment of Alzheimer’s disease
Shi, Jian,Zhou, Yi,Wang, Keren,Ma, Qinge,Wei, Rongrui,Li, Qingfeng,Zhao, Yiyang,Qiao, Zhanpin,Liu, Shuang,Leng, Yumin,Liu, Wenmin,Sang, Zhipei
, p. 624 - 634 (2020/11/30)
A series of Schiff’s base derivatives was rationally designed, synthesized, and evaluated as multi-function agents for the treatment of Alzheimer’s disease (AD). The results revealed that compound 3b was a novel multifunctional agent. It acted as a highly selective monoamine oxidase-B inhibitor (IC50 = 8.4 nM), which was explained by the docking study. Compound 3b also was an antioxidant agent (2.3 eq) and could significantly inhibit self-induced Aβ1-42 aggregation (31.8%). Meanwhile, compound 3b was a selective metal chelator and could inhibit Cu2+-induced Aβ1-42 aggregation (62.3%). Furthermore, compound 3b presented good neuroprotective effects on H2O2-induced PC12 cell injury. More importantly, compound demonstrated good blood brain barrier permeability and druglike properties. Therefore, compound 3b, a promising multi-targeted active molecule, offers an attractive starting point for further study in the drug-discovery process against AD.[Figure not available: see fulltext.].
Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines
Gunanathan, Chidambaram,Pradhan, Subham,Thiyagarajan, Subramanian
supporting information, p. 7147 - 7151 (2021/08/30)
Herein, an efficient and simple catalytic method for the selective and partial reduction of aldazines using ruthenium catalyst [Ru(p-cymene)Cl2]2 (1) has been accomplished. Under mild conditions, aldazines undergo the addition of pinacolborane in the presence of a ruthenium catalyst, which delivered N-boryl-N-benzyl hydrazone products. Notably, the reaction is highly selective, and results in exclusive mono-hydroboration and desymmetrization of symmetrical aldazines. Mechanistic studies indicate the involvement of in situ formed intermediate [{(η6-p-cymene)RuCl}2(μ-H-μ-Cl)] (1a) in this selective hydroboration.
The influence of α,α′-diimine bridging ligand on the reactivity of binuclear para-cymene ruthenium(II) complexes. Kinetic, mechanistic and computational study
Jaganyi, Deogratius,Mambanda, Allen,Mutua, Gershom Kyalo,Onunga, Daniel O.,Sitati, Meshack
, (2020/09/15)
Substitution kinetics of the aqua ligands in four binuclear ruthenium(II) para-cymene complexes with different α,α′-diimine bridging ligands [2-pyridylaldazine (Ru-1), p-phenylenebis(picoline)aldimine (Ru-2), p-biphenylenebis(picoline)aldimine (Ru-3) and
Ligand Redox-Controlled Tandem Synthesis of Azines from Aromatic Alcohols and Hydrazine in Air: One-Pot Synthesis of Phthalazine
Chakraborty, Mou,Sengupta, Debabrata,Saha, Tanushri,Goswami, Sreebrata
supporting information, p. 7771 - 7778 (2018/06/11)
A controlled tandem synthetic route to azines from various alcohols and hydrazine hydrate by the use of a Ni(II) complex of 2,6-bis(phenylazo)pyridine as a catalyst is reported. In marked contrast to the previous report, the reaction is operative using an earth-abundant metal catalyst, milder reaction conditions, and aerobic conditions, which though are desirable but unprecedented in the literature. The catalytic reaction has a vast substrate scope including a single-step synthesis of phthalazine from 1,2-benzenedimethanol and hydrazine hydrate via intramolecular coupling. Mechanistic investigation suggests that the coordinated ligand redox controls the reaction by the use of a reversible azo (N=N)/ hydrazo (NH - NH) redox couple where the metal center is used primarily as a template.
A double-nuclear manganese complex catalytic synthesis method to generate n-hydroxymethyl compound (by machine translation)
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Paragraph 0033; 0034, (2018/12/02)
Binuclear manganese complex catalytic synthesis method to generate n-hydroxymethyl compound, under the protection of nitrogen, will be double-nuclear manganese complex catalyst potassium butanol and tertiary butyl alcohol is dissolved at room temperature
Synthesis and evaluation of certain symmetrical schiff bases as inhibitors of MDA-MB-241 human breast cancer cell proliferation
Radi, Smaail,Tighadouini, Said,Feron, Olivier,Riant, Olivier,Mabkhot, Yahia N.
, p. 205 - 209 (2016/03/15)
A series of symmetrical Schiff base derivatives (L1-L7) were designed by a one-pot condensation reaction of various aldehyde/ketone compounds with hydrazine under mild conditions (room temperature, 3 days), using ether as solvent and acetic acid as catalyst. The target products were characterized and analysed by 1H and 13C NMR, FT-IR and liquid chromatography mass spectrometry (LC/MS). Our research focuses on the identification of synthetically chemotherapeutic substances able to inhibit, delay, or reverse the process of carcinogenesis in several stages. The target compounds presenting two regions for SAR evaluation were screened for their activity toward MDA-MB-241 breast cancer cell proliferation for the first time. Compound (1E, 2E)-1,2-bis(1-(3-nitrophenyl)ethylidene) hydrazine (L6) showed significant inhibitory activity (IC50 = 7.08 μg/mL).
Spectral and conformational studies on 3-pyridinealdazine by DFT approach
Arulmani,Balachander,Vijaya,Sankaran
, p. 660 - 666 (2015/02/18)
3-Pyridinealdazine was synthesized and characterized by FT-IR, 1H, 13C NMR and mass spectroscopy. The conformations of azine was determined theoretically besides selected geometrical parameters, HOMO-LUMO energies, polarizability, hy
