20439-47-8Relevant articles and documents
Chiral redox-Active isosceles triangles
Nalluri, Siva Krishna Mohan,Liu, Zhichang,Wu, Yilei,Hermann, Keith R.,Samanta, Avik,Kim, Dong Jun,Krzyaniak, Matthew D.,Wasielewski, Michael R.,Stoddart, J. Fraser
, p. 5968 - 5977 (2016)
Designing small-molecule organic redox-active materials, with potential applications in energy storage, has received considerable interest of late. Herein, we report on the synthesis, characterization, and application of two rigid chiral triangles, each of which consist of non-identical pyromellitic diimide (PMDI) and naphthalene diimide (NDI)-based redox-active units. 1H and 13C NMR spectroscopic investigations in solution confirm the lower symmetry (C2 point group) associated with these two isosceles triangles. Single-crystal X-ray diffraction analyses reveal their rigid triangular prism-like geometries. Unlike previously investigated equilateral triangle containing three identical NDI subunits, both isosceles triangles do not choose to form one-dimensional supramolecular nanotubes by dint of [C-H···O] interaction-driven columnar stacking. The rigid isosceles triangle, composed of one NDI and two PMDI subunits, forms in the presence of N,N-dimethylformamidetwo different types of intermolecular NDI-NDI and NDI-PMDI stacked dimers with opposite helicities in the solid state. Cyclic voltammetry reveals that both isosceles triangles can accept reversibly up to six electrons. Continuous-wave electron paramagnetic resonance and electron-nuclear double-resonance spectroscopic investigations, supported by density functional theory calculations, on the single-electron reduced radical anions of the isosceles triangles confirm the selective sharing of unpaired electrons among adjacent redox-active NDI subunit(s) within both molecules. The isosceles triangles have been employed as electrode-active materials in organic rechargeable lithium-ion batteries. The evaluation of the structure-performance relationships of this series of diimide-based triangles reveals that the increase in the number of NDI subunits, replacing PMDI ones, within the molecules improves the electrochemical cell performance of the batteries.
Pd-Catalyzed asymmetric allylation involving bis(diamidophosphite) based on the salen-type chiral diamine
Gavrilov,Chuchelkin,Gavrilov,Zheglov,Firsin,Trunina,Maximychev,Perepukhov
, p. 336 - 339 (2021)
New bis(diamidophosphite) ligand with stereogenic phosphorus atoms in the 1,3,2-diaza-phospholidine rings was synthesized based on (1R,2R)-[N, N′-bis(3-hydroxybenzylidene)]-1,2-diaminocyclohexane. This ligand provided up to 73% ee in Pd-catalyzed asymmetric allylic alkylation of (E)-1,3-diphenylallyl acetate with dimethyl malonate and up to 80% ee in its amination with pyrrolidine, with the starting substrate conversion being quantitative.
Spectroscopic exploration of binding of new imidazolium-based palladium(II) saldach complexes with CT-DNA as anticancer agents against HER2/neu overexpression
Alfaifi, Mohammad Y.,Elbehairi, Serag Eldin I.,Hafez, Hani S.,Elshaarawy, Reda F.M.
, p. 118 - 128 (2019)
The HER2/neu has shown a potential role in the choice of active chemotherapy for breast tumors because of its prognostic relevance and putative role in predicting drug resistance. Moreover, suppressing DNA replication has become an attractive strategy for treating cancer patients. In this attempt, the present study aimed to prepare new series of bis-imidazolium-based saldach {H2(Et)2saldach (nBu-Im+-X–)2} and their cis-Pd(II) complexes (saldach = N,N′-bis-(salicylidene)-R,R-1,2-diaminocyclohexane; X = Cl, PF6, BF4) as anticancer agents. The in vitro cytotoxicity activity of new cis-Pd(II) complexes against human breast adenocarcinoma cell lines (MCF-7) revealed higher growth-inhibitory effect than the native ligands. They induced a significant decrease for the protein HER2/neu expression with p 50 = 8.5 ± 0.2 μM) in inhibition of cell proliferation. Additionally, in vitro studies of Pd(II) complex (5a) using UV–Vis spectroscopy and binding affinity toward the calf thymus (CT) DNA) showed a combination of covalent, intercalation, hydrogen bonding interactions through formation of (CT-DNA).
Design and synthesis of cage-like NADH model molecule intermediate with multi-chiral centers
Zhang, Tong,Bai, Cui-Bing,Wu, Yue-Hua,Wang, Nai-Xing,Xu, Bao-Cai,Yan, Zhan,Xing, Yalan
, p. 410 - 416 (2019/02/05)
Studying NADH molecules is one of the most active areas in biomimetic research. It is important to design novel and efficient chiral NADH model molecules. Herein, a cage-like NADH model with multi-chiral centers was designed, and key intermediates have been synthesized. In this study, we found that pentafluorophenoxy group is an excellent leaving group for our synthetic route.