Structural consequences of weak interactions in dispirooxindole derivatives

Spiro scaffolds are being increasingly utilized in drug discovery due to their inherent three‐dimensionality and structural variations, resulting in new synthetic routes to introduce spiro building blocks into more pharmaceutically active molecules. Multicomponent cascade reactions, involving the in situ generation of carbonyl ylides from α‐diazocarbonyl compounds and aldehydes, and 1,3‐dipolar cycloadditon with 3‐arylideneoxindoles gave a novel class of dispirooxindole derivatives, namely 1,1′′‐dibenzyl‐5′‐(4‐chlorophenyl)‐4′‐phenyl‐4′,5′‐dihydrodispiro[indoline‐3,2′‐furan‐3′,3′′‐indoline]‐2,2′′‐dione, C₄₄H₃₃ClN₂O₃, (I), 1′′‐acetyl‐1‐benzyl‐5′‐(4‐chlorophenyl)‐4′‐phenyl‐4′,5′‐dihydrodispiro[indoline‐3,2′‐furan‐3′,3′′‐indoline]‐2,2′′‐dione, C₃₉H₂₉ClN₂O₄, (II), 1′′‐acetyl‐1‐benzyl‐4′,5′‐diphenyl‐4′,5′‐dihydrodispiro[indoline‐3,2′‐furan‐3′,3′′‐indoline]‐2,2′′‐dione, C₃₉H₃₀N₂O₄, (III), and 1′′‐acetyl‐1‐benzyl‐4′,5′‐diphenyl‐4′,5′‐dihydrodispiro[indoline‐3,2′‐furan‐3′,3′′‐indoline]‐2,2′′‐dione acetonitrile hemisolvate, C₃₉H₃₀N₂O₄·0.5C₂H₃N, (IV). All four compounds exist as racemic mixtures of the SSSR and RRRS stereoisomers. In these structures, the two H atoms of the dihydrofuran ring and the two substituted oxindole rings are in a trans orientation, facilitating intramolecular C—H...O and π–π interactions. These weak interactions play a prominent role in the structural stability and aid the highly regio‐ and diastereoselective synthesis. In each of the four structures, the molecular assembly in the crystal is also governed by weak noncovalent interactions. Compound (IV) is the solvated analogue of (III) and the two compounds show similar structural features.     

Synthesis and antimicrobial activity of novel 3 substituted 1,5‐dihydro‐2,4,3‐benzodioxaphosphepine 3‐oxides

Novel 3 substituted 1,5‐dihydro‐2,4,3‐benzodioxaphosphepine 3‐oxides ( 5a–h ) were synthesized by reacting 1,2‐benzenedimethanol ( 1 ) with phosphorus tribromide in the presence of triethylamine at 0–30°C and subsequent reaction of the monobromide ( 2 ) with different Grignard reagents ( 3 ) at room temperature. The products ( 4 ) were converted to corresponding oxides 5a–i by oxidation with H₂O₂ at room temperature. The chemical structures of all the products were confirmed by analytical, IR and NMR (¹H, ¹³C, and ³¹P) spectral data. Their antifungal and antibacterial activity is also evaluated. Most of these compounds exhibited moderate antimicrobial activity in the assay. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:572–575, 2005; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20154     

A distributed feedback dye laser based on higher order Bragg scattering

A distributed feedback dye laser based on second order Bragg scattering due to a sinusoidal susceptibility modulation is reported. Rhodamine 6G dye solution in three different solvents; methanol, ethanol and benzyl alcohol is pumped by interference fringes produced by two beams from the second harmonic of Nd:YAG laser. Output power is plotted as a function of the pump power. The spectrum of dye laser shows a new type of modulation.     

A host-guest optical sensor for aliphatic amines based on lipophilic cyclodextrin

A host-guest optical sensor for the determination of aliphatic amines as exemplified by octylamine is proposed. It is based on the reversible fluorescence enhancement of heptakis(2,6-di-O-isobutyl)-β-cyclodextrin(DOB-β-CD) hosting tetraphenylporphyrin (TPP) immobilized in poly(vinyl chloride) (PVC) membrane by aliphatic amine extracted from aqueous phase into membrane phase. The optimum membrane contained 1.15 wt % TPP, 6.15 wt % DOB-β-CD as sensing reagent and other membrane materials. The fluorescence enhancement of the membrane resulted from the formation of a stable three-component complex among DOB-β-CD, TPP, and aliphatic amines. With the optimum conditions described, the fluorescence response of the sensor to octylamine shows a good correlation with the theoretically derived equation in the range 1.0 × 10^–6 to 8.0 × 10^–4 mol/L. The response characteristics including reversibility, response time, reproducibility and lifetime and selectivity of this optical device are also discussed in detail. This sensor has also been applied for the determination of octylamine in water samples containing interferents with satisfactory recovery. Received: 21 November 1999 / Revised: 10 January 2000 / Accepted: 15 January 2000     

丰中子奇A核145,147Ce的集体带结构

通过对²⁵²Cf自发裂变产生的瞬发γ谱的测量,对丰中子奇A核^145,147Ce的高自旋态进行了研究,首次识别了¹⁴⁵Ce的集体带结构,扩展了¹⁴⁷Ce的集体带结构,扩展了¹⁴⁷Ce的能级,并新识别了3个边带,粒子–转子模型的计算指出,^145,147Ce的晕带可能来自于νi_13/2轨道的耦合,¹⁴⁵Ce基态起源于(νh_9/2νf_7/2)组态混合,而¹⁴⁷Ce基态则起源于νh_9/2轨道.在这两个核中未观测到明显的八极形变带,然而,在¹⁴⁷Ce中观测到的一个边带,可能显露出八极关联的迹象.     

Synthesis of high-performance nickel hydroxide nanosheets/gadolinium doped-α-MnO2 composite nanorods as cathode and Fe3O4/GO nanospheres as anode for an all-solid-state asymmetric supercapacitor

The wide use of manganese dioxide(MnO₂)as an electrode in all-solid-state asymmetric supercapacitors(ASCs)remains challenging because of its low electrical conductivity.This complication can be circumvented by introducing trivalent gadolinium(Gd)ions into the MnO₂.Herein,we describe the successful hydrothermal synthesis of crystalline Gd-doped MnO₂ nanorods with Ni(OH)₂ nanosheets as cathode,which we combined with Fe₃O₄/GO nanospheres as anode for all-solid-state ASCs.Electrochemical tests dem on strate that Gd dopi ng sign ifica ntly affected the electrochemical activities of the MnO₂,which was further enhanced by introducing Ni(OH)₂.The GdMnO₂/Ni(OH)₂ electrode offers sufficient surface electrochemical activity and exhibits excellent specific capacity of 121.8 mA h g^-1,at 1A g^-1,appealing rate performance,and ultralong lifetime stability(99.3%retention after 10,000 discharge tests).Furthermore,the GdMnO₂/Ni(OH)₂//PVA/KOH//Fe₃O₄/GO solid-state ASC device offers an impressive specific energy density(60.25 W h kg^-1)at a high power density(2332 W kg^-1).This investigation thus shows its large potential in developing novel approaches to energy storage devices.     

Efficient Synthesis of α‐Benzylidene‐γ‐methyl‐γ‐butyrolactones

A concise synthesis of α‐benzylidene‐γ‐methyl‐γ‐butyrolactones 5a – g from substituted benzaldehydes is described. Compounds 1a – g on reaction with phosphorane 2 , provide the pentenoates 3a – g , which can be hydrolyzed to the acids 4a – g . The latter are cyclized to the corresponding butyrolactones 5a – g in excellent yields. The pentenoates 3a – g , on acid catalyzed cyclization, also provide 5a – g in very high yields.