54519-18-5Relevant academic research and scientific papers
Treatment of cadmium(II) and zinc(II) with N2-donor linkages in presence of β-diketone ligand; supported by structural, spectral, theoretical and docking studies
Marandi, Farzin,Moeini, Keyvan,Alizadeh, Fereshteh,Mardani, Zahra,Quah, Ching Kheng,Loh, Wan-Sin,Woollins, J. Derek
, p. 717 - 725 (2018)
Five compounds, {(μ-OAc)(DPPD)Cd(μ-PYZ)Cd(DPPD)(μ-OAc)}n (1); HDPPD: 1,3-diphenylpropane-1,3-dione; PYZ: pyrazine, {Cd(μ-4,4′-Bipy)(DPPD)2}n (2) Bipy: bipyridine [(DPPD)2Zn(μ-4,4′-Bipy)Zn(DPPD)2] (3), {Cd(μ-DPP)(DPPD)2}n (4); DPP: 1,3-di(pyridin-4-yl)propane and (Z)-3-hydroxy-1,3-bis(4-methoxyphenyl)prop-2-en-1-one (Z-HMPP), were prepared and identified by elemental analysis, FT-IR, 1H NMR spectroscopy and single-crystal X-ray diffraction. 1,2 and 4 form 1D coordination polymers whereas 3 adopts a binuclear structure with the zinc atom in a distorted square-pyramidal geometry. In addition to these complexes, the enolic structure of the Z-HMPP is reported. The ability of compounds to interact with the nine biomacromolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS and Top II) is investigated by the Docking calculations (for 3 and its ligands). The charge distribution pattern of the optimized structure of 3 was studied by NBO analysis. The Polymer Stability Slope for pentameric chain (PSS5, new parameter which is proposed in this paper) of the coordination polymers of 1, 2 and 4 were calculated to investigate the variation of energy level during the growing the polymeric chain in the solid phase.
Enolization rates control mono-: Versus di-fluorination of 1,3-dicarbonyl derivatives
Rozatian, Neshat,Beeby, Andrew,Ashworth, Ian W.,Sandford, Graham,Hodgson, David R.W.
, p. 10318 - 10330 (2019/11/20)
Fluorine-containing 1,3-dicarbonyl derivatives are essential building blocks for drug discovery and manufacture. To understand the factors that determine selectivity between mono- and di-fluorination of 1,3-dicarbonyl systems, we have performed kinetic studies of keto-enol tautomerism and fluorination processes. Photoketonization of 1,3-diaryl-1,3-dicarbonyl derivatives and their 2-fluoro analogues is coupled with relaxation kinetics to determine enolization rates. Reaction additives such as water accelerate enolization processes, especially of 2-fluoro-1,3-dicarbonyl systems. Kinetic studies of enol fluorination with Selectfluor and NFSI reveal the quantitative effects of 2-fluorination upon enol nucleophilicity towards reagents of markedly different electrophilicity. Our findings have important implications for the synthesis of α,α-difluoroketonic compounds, providing valuable quantitative information to aid in the design of fluorination and difluorination reactions.
Facile access to 1,3-diketones by gold(i)-catalyzed regioselective hydration of ynones
Kuang, Jinqiang,Zhou, Tao,You, Tingjie,Chen, Jianhui,Su, Chenliang,Xia, Yuanzhi
supporting information, p. 3940 - 3944 (2019/04/30)
A facile and efficient synthesis of 1,3-diketones was developed by the gold(i)-catalyzed regioselective hydration of ynones at room temperature. This methodology employed 2.5 mol% of PPh3AuCl and 3 mol% of AgOTf as a simple catalytic system wit
A mechanistic investigation of mechanochromic luminescent organoboron materials
Sun, Xingxing,Zhang, Xuepeng,Li, Xinyang,Liu, Shiyong,Zhang, Guoqing
, p. 17332 - 17339 (2012/11/07)
Mechanochromic luminescence (ML) refers to the luminescence color and/or intensity change of solid-state materials induced by mechanical perturbations. For organic molecular solids, this phenomenon is related to the specific packing modes and orientations of individual fluorophores, which could give rise to different excited-state interactions. The molecular solids of difluoroboron dibenzoylmethane (BF2dbm) derivatives were previously found to exhibit reversible ML at room temperature and are promising as self-healing optical materials. In this report, we aim to shed some light on the mechanism of BF2dbm ML by trying to understand the excited-state interactions among solid-state BF2dbm molecules and elucidate how these interactions change upon mechanical stimulation. We first investigated the optical properties of monomeric, dimeric, and polymeric BF2dbm derivatives in optically dilute solutions and demonstrated unambiguously that BF2dbm moieties have a propensity to form H-aggregates. Next, we studied the physical properties of these boron complexes in the solid state including their crystal structures, fluorescence emissions, and mechanochromic luminescence. By correlating solution data with the solid-state characterization results, it was concluded that two coupled processes, force-induced emissive H-aggregate formation and energy transfer to the emissive H-aggregates, are responsible for the observed BF2dbm ML in the solid state. The Royal Society of Chemistry 2012.
UV absorption and keto-enol tautomerism equilibrium of methoxy and dimethoxy 1,3-diphenylpropane-1,3-diones
Zawadiak, Jan,Mrzyczek, Marek
experimental part, p. 925 - 929 (2010/04/02)
UV absorption spectra of 1,3-diphenylpropane-1,3-dione (1), its three methoxy derivatives (2-4) and its six dimethoxy derivatives (5-10) in various solvents dissolved were collected. The keto-enol tautomerism equilibrium constant was calculated with 1H NMR. The position of the methoxy group in 1,3-diphenylpropane-1,3-dione was shown to have an influence on the molecule's UV absorption spectrum and the keto-enol tautomerism equilibrium constant. The methoxy group in the para position increases the absorption of radiation in the UV-A range. A shift to the keto form in the keto-enol tautomerism equilibrium is experienced by compounds with methoxy groups in ortho position. When two methoxy groups are present, the influence of their position is cumulative.
