132295-13-7Relevant academic research and scientific papers
Preorganization in highly enantioselective diaza-Cope rearrangement reaction
Kim, Hae-Jo,Kim, Hyunwoo,Alhakimi, Gamil,Jeong, Eui June,Thavarajah, Nirusha,Studnicki, Lisa,Koprianiuk, Alicja,Lough, Alan J.,Suh, Junghun,Chin, Jik
, p. 16370 - 16371 (2005)
Crystal structure and activation entropy data indicate that H-bond directed diaza-Cope rearrangement of chiral diimines takes place with a high degree of preorganization. CD spectroscopy and HPLC data show that there is inversion of stereochemistry for th
Chirality transfer in magnetic coordination complexes monitored by vibrational and electronic circular dichroism
Wu, Tao,Zhang, Xiao-Peng,You, Xiao-Zeng,Li, Yi-Zhi,Bour, Petr
, p. 698 - 707 (2014)
Magnetic coordination complexes based on Schiff bases are promising new molecular materials for electronics. Two μ-oxo FeIII dimeric complexes of enantiomers of Schiff base ligands (N,N′-(1R,2R)-1,2- diphenylethylenebis(salicylideneimine) (Hsu
Chiral heterobimetallic chains from a dicyanideferrite building block including a π-conjugated TTF annulated ligand
Cui, Long,Lv, Zhong-Peng,Leong, Chanel F.,Ru, Jing,D'Alessandro, Deanna M.,You, Song,Zuo, Jing-Lin
, p. 16575 - 16584 (2016)
The π-conjugated tetrathiafulvalene (TTF) annulated ligand was introduced into a dicyanometallate for the first time, leading to the synthesis of the versatile redox-active dicyanideferrite building block [(n-Bu)4N][Fe(TTFbp)(CN)2] (
Chloro{2,2′-[1S,2S)-1,2-diphenyl-1, 2-ethanediylbis(nitrilomethylidyne)]-diphenolato-κ 4O,N,N′,O′}(ethanol-κO)manganese(III)
Korendovych, Ivan V.,Rybak-Akimova, Elena V.
, p. m82-m84 (2004)
The crystal structure of the title compound, [MnCl-(C28H 22N2O2)(C2H6O)], has been determined at 173 (2) K in the non-centrosymmetric space group P2 12121. The asymmetric unit contains two molecular units. An intermolecular O-H...Cl hydrogen bond is formed between the OH group of an ethanol molecule coordinated to the Mn atom and the coordinated Cl- anion, and so polymeric chains of Mn-containing fragments are formed [O-H...Cl = 3.1281 (16) and 3.1282 (15) A]. The Mn atoms have a pseudo-octahedral coordination sphere, with the four donor atoms of the Schiff base forming an equatorial plane [Mn-O distances are 1.8740 (13), 1.8717 (13), 1.8749 (13) and 1.8823 (13) A, and Mn-N distances are 1.9868 (15), 1.9910 (14), 1.9828 (15) and 1.9979 (14) A]. The axial positions are occupied by an ethanol molecule [Mn-O distances of 2.3069 (15) and 2.3130 (15) A] and a Cl- ligand [Mn-Cl distances of 2.5732 (6) and 2.5509 (6) A].
Crystal structure, electrochemistry, and catalytic studies of a series of new oxidovanadium(IV) Schiff-base complexes derived from 1,2-diphenyl-1,2- ethylenediamine
Ghaffari, Abolfazl,Behzad, Mahdi,Dutkiewicz, Grzegorz,Kubicki, MacIej,Salehi, Mehdi
, p. 840 - 855 (2012)
New derivatives of N2O2 tetradentate Schiff bases, from condensation of meso-1,2-diphenyl-1,2-ethylenediamine and salicylaldehyde derivatives (X-salicylaldehyde; X=3-OMe, 4-OMe, 5-OMe, 6-OMe, 5-Cl, 5-Me), and oxidovanadium(IV) complexes were synthesized and characterized by 1H NMR, UV-Vis, IR spectroscopy, and elemental analysis. Crystal structure of 5-OMe; H2L3and two of the complexes (VOL2 and VOL3) were also obtained. In the crystals, the molecule of H 2L3 is Ci symmetrical, as it occupies the special position on the center of symmetry; its conformation is partially determined by classical intramolecular O-H ... N hydrogen bonds. The complexes have monomeric structures with a distorted square pyramid of vanadium, with the oxo ligand in the apical position. Cyclic voltammetry studies show quasi-reversible VIV/VV redox for which the presence of electron-withdrawing groups on salicylaldehyde derivatives shifts the E 0 to more positive values. The complexes were used as catalysts for selective epoxidation of cyclooctene with tert-butylhydroperoxide as oxidant, in various solvents and reaction conditions. High catalytic activities and excellent selectivity was found. The catalytic activity of the complexes increased increasing E0, a consequence of the presence of electronegative substituents. This epoxidation process with the new catalysts was also studied under solvent-free condition and excellent reactivity was observed.
Imine compound as well as synthesis method and application thereof
-
Paragraph 0067-0071, (2021/09/11)
The invention provides an imine compound as well as a preparation method and application thereof, the imine compound is shown as a formula (III), and the imine compound is a traditional Chinese medicine intermediate. The method is realized in a grinding mode, heat supply of a heat source is not needed, a solvent is not needed, the grinding method saves time and cost, aftertreatment is simple, and industrial production is easy.
Three-Way Chemoselectivity Switching through Coupled Equilibria
Puangsamlee, Thamon,Miljani?, Ognjen ?.
supporting information, p. 5900 - 5904 (2020/08/05)
Controlling the chemoselectivity of reactions operating on complex mixtures, including those found in biological and petrochemical feedstocks or in the primordial soup from which life emerged, is generally challenging. The selectivity of imine oxidation c
Mechanistic studies inform design of improved Ti(salen) catalysts for enantioselective [3 + 2] cycloaddition
Robinson, Sophia G.,Wu, Xiangyu,Jiang, Binyang,Sigman, Matthew S.,Lin, Song
supporting information, p. 18471 - 18482 (2020/11/17)
Ti(salen) complexes catalyze the asymmetric [3 + 2] cycloaddition of cyclopropyl ketones with alkenes. While high enantioselectivities are achieved with electron-rich alkenes, electron-deficient alkenes are less selective. Herein, we describe mechanistic studies to understand the origins of catalyst and substrate trends in an effort to identify a more general catalyst. Density functional theory (DFT) calculations of the selectivity determining transition state revealed the origin of stereochemical control to be catalyst distortion, which is largely influenced by the chiral backbone and adamantyl groups on the salicylaldehyde moieties. While substitution of the adamantyl groups was detrimental to the enantioselectivity, mechanistic information guided the development of a set of eight new Ti(salen) catalysts with modified diamine backbones. These catalysts were evaluated with four electron-deficient alkenes to develop a three-parameter statistical model relating enantioselectivity to physical organic parameters. This statistical model is capable of quantitative prediction of enantioselectivity with structurally diverse alkenes. These mechanistic insights assisted the discovery of a new Ti(salen) catalyst, which substantially expanded the reaction scope and significantly improved the enantioselectivity of synthetically interesting building blocks.
Palladium (II)–Salan Complexes as Catalysts for Suzuki–Miyaura C–C Cross-Coupling in Water and Air. Effect of the Various Bridging Units within the Diamine Moieties on the Catalytic Performance
Bunda, Szilvia,Joó, Ferenc,Kathó, ágnes,Udvardy, Antal,Voronova, Krisztina
, (2020/09/18)
Water-soluble salan ligands were synthesized by hydrogenation and subsequent sulfonation of salens (N,N’-bis(slicylidene)ethylenediamine and analogues) with various bridging units (linkers) connecting the nitrogen atoms. Pd (II) complexes were obtained in reactions of sulfosalans and [PdCl4]2?. Characterization of the ligands and complexes included extensive X-ray diffraction studies, too. The Pd (II) complexes proved highly active catalysts of the Suzuki–Miyaura reaction of aryl halides and arylboronic acid derivatives at 80 ?C in water and air. A comparative study of the Pd (II)–sulfosalan catalysts showed that the catalytic activity largely increased with increasing linker length and with increasing steric congestion around the N donor atoms of the ligands; the highest specific activity was 40,000 (mol substrate) (mol catalyst × h)?1. The substrate scope was explored with the use of the two most active catalysts, containing 1,4-butylene and 1,2-diphenylethylene linkers, respectively.
Chiral and non-conjugated fluorescent salen ligands: AIE, anion probes, chiral recognition of unprotected amino acids, and cell imaging applications
Shen, Guangyu,Gou, Fei,Cheng, Jinghui,Zhang, Xiaohong,Zhou, Xiangge,Xiang, Haifeng
, p. 40640 - 40649 (2017/08/29)
Natural products are usually non-conjugated and chiral, but organic luminescent materials are commonly polycyclic aromatic molecules with extended π-conjugation. In the present work, we combine with the advantages of non-conjugation and chirality to prepare a series of novel and simple salen ligands (41 samples), which have a non-conjugated and chiral (S,S) and (R,R) cyclohexane or 1,2-diphenylethane bridge but display strong blue, green, and red aggregation-induced emission (AIE) with large Stokes shifts (up to 186 nm) and high fluorescence quantum yields (up to 0.35). Through hydrogen and halogen bonds, these flexible salen ligands can be used as universal anion probes and chiral receptors of unprotected amino acids (enantiomeric selectivity up to 0.11) with fluorescence quantum yields up to 0.29 and 0.27, respectively. Moreover, the effects of different chiral bridges on the molecule arrangement, AIE, and anion and chiral recognition properties are also explored, which provide unequivocal insights for the design of non-conjugated chiral and soft fluorescent materials.
