联芳基轴手性化合物当前研究进展

轴手性化合物在天然产物、药物研发以及有机不对称催化等领域中有着广泛的应用,由2个六元全碳芳香单元为骨架构建的轴手性化合物的相关研究近年来不乏很多优秀的报道.而相较之下,五元芳杂环联芳基轴手性化合物的不对称合成研究至今仍未成熟.文章介绍了近年来轴手性联芳基化合物主要研究进展,并分类介绍了一系列具有代表性的不对称合成方案.同时,简要探讨了吡唑联芳基轴手性化合物在各个领域中的应用价值与不对称合成所遇到的困境与挑战,并介绍了几种当前比较优秀的合成方案,综合探讨了其当前的研究概况.

Fe(Ⅵ)氧化降解1-萘酚的实验研究及密度泛函理论计算

以1-萘酚(1-NAP)为目标污染物,采用Fe(Ⅵ)对其进行氧化降解,考察了降解效果的影响因素,进行了自由基分析,利用GC-MS鉴定了中间产物,基于密度泛函理论(DFT)预测了反应位点,并推测了反应路径。实验结果表明:在Fe(Ⅵ)与1-NAP(100 mg/L)的质量比为6∶1、反应液pH为9.0(硼砂缓冲溶液)的优化条件下,于12℃反应360 s,1-NAP降解率可达91.4%;Fe(Ⅴ)/Fe(Ⅳ)和·OH对1-NAP降解的贡献率分别为23.9%和14.5%。DFT计算结果表明,7、9、10号碳原子以及11号氧原子的亲电反应福井函数(f^(-))值较高,说明这些位点更易被Fe(Ⅵ)包围。Fe(Ⅵ)氧化降解1-NAP的机理包括单氧转移、双氧转移、·OH攻击以及单电子转移。

小反刍兽疫LAMP反应结果可视化检测方法比较研究

环介导等温扩增(loop-mediated isothermal amplification,LAMP)技术是一种可应用于各种病原体检测、基因分型等领域的等温扩增技术。该技术所需设备简单且易于操作,因此具有较大的发展潜力。根据目前已经存在的判定LAMP结果的可视化方法,以可能对野生小反刍动物造成威胁的小反刍兽疫病毒(Peste des petits ruminants virus,PPRV)cDNA为检测对象,选择合适的引物组,比较评估均可在日光或紫外光下区分阴阳性结果的SYBR Green I、SYBR Safe Stain和羟基萘酚蓝(hydroxy naphthol blue,HNB)3种指示剂方法的适用性与灵敏度。结果表明:3种方法的灵敏度都很高,均与琼脂糖凝胶电泳相当。其中,SYBR Green I结果区分度高、不受体系成分影响且无须额外设备,但成本较高;SYBR Safe Stain具有良好的结果区分度,成本相对较低,但需要额外的紫外照射设备;HNB成本最低,但颜色区分度较低,且易受多种因素影响。建议在选择LAMP指示剂时,综合考虑成本、使用便利性、结果准确性及实验条件,通过充分的体系优化和验证,确保LAMP检测的准确性和可靠性。研究结果突显了不同方法的特征和适用场景,为研究人员根据不同场所与条件选择高效、便捷的LAMP反应结果可视化方法提供参考。

α-萘酚型和β-萘酚型偶氮染料在四极杆/静电场轨道阱高分辨质谱的裂解规律分析

采用四极杆/静电场轨道阱高分辨质谱仪直接采集碎裂片段的精确质荷比(m/z),通过元素模拟得到各主要碎片的元素组成并进行比对,研究了α-萘酚型和β-萘酚型偶氮染料的质谱裂解规律。结果表明:两种染料均存在偶氮式和腙式两种形态。在腙式形态时,断裂位点均发生在氮氮键。在偶氮式形态时,β-萘酚型更容易丢失萘酚上的羟基,而α-萘酚型则在偶氮键和萘酚之间发生断裂。总的来说,β-萘酚型更倾向于腙式的裂解方式,而α-萘酚型更倾向于偶氮式的裂解方式。

色酚废水处理新方法

色酚是常用红色偶氮颜料的偶合组分,在其生产过程中会产生大量的高COD、高色度的含磷废水。本文通过酸析结合络合萃取,活性炭吸附脱色工艺除去色酚AS废水中的有机物,并对每一步废水的COD分析,计算了COD去除率。然后对活性炭吸附过滤后的废水进行蒸发浓缩,得到了符合行业标准合格品的白色亚磷酸固体。实验结果表明:酸析、络合萃取加活性炭吸附脱色工艺能够达到分离色酚废水中有机物和水的目的,蒸发浓缩得到的亚磷酸的质量符合行业标准,该废水处理方法接近绿色,适合工业化生产。

Kinetic spectrophotometric method for the determination of cerium(IV) with naphthol green B

A simple and sensitive spectrophotometric method was described for the determination of cerium（IV） based on its catalytic effect on the oxidation of naphthol green B by potassium periodate in the medium of sulfuric acid. The influences of acidity, concentration of reactants, reaction time, reaction temperature, and foreign ions were discussed, and the optimum reaction conditions were established. The reaction was monitored spectrophotometrieally by measuring the decrease in absorbance of naphthol green B at 710 nm after a fixed time （8 min）. The proposed method allowed the determination of cerium（IV） in the range of 0.08-2.4 μg·mL^-1 with good precision and accuracy, and the detection limit was 0.012 μg·mL^-1. The method was applied successfully for the determination of trace cerium in hair samples without previous separation. Recovery experiments were also performed, and the recovery was between 95.7%-111.0%.

Silica supported perchloric acid(HClO_4-SiO_2):A mild,reusable and highly efficient heterogeneous catalyst for the synthesis of amidoalkyl naphthols

An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogeneous catalyst. The reactions were carried out under reflux and solvent-free conditions. The present methodology offers several advantages such as excellent yields, simple procedure, easy work-up and ecofriendly reaction condition. The catalyst is easily prepared, stable, reusable and efficient under the reaction conditions.

Wet cyanuric chloride promoted efficient synthesis of amidoalkyl naphthols under solvent-free conditions

An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of wet-cyanuric chloride （wet-TCT） as a catalyst. The reactions were carried out under solvent-free media. The present methodology offers several advantages such as excellent yields, simple procedure and eco-friendly reaction condition.

Degradation of α-Naphthol by Plasma in Aqueous Solution

Degradation of α-naphthol induced by plasma in aqueous solution was investigated in different initial concentration with contact glow discharge electrolysis(CGDE). The results showed that the degradation of α-naphthol obeyed the first-rate law. Some of predominant products were analyzed by a high performance liquid chromatography (HPLC). A path of α-naphthol disappearance caused by plasma was proposed according to the detected intermediate products.

Biodegradation of 2-naphthol and its metabolites by coupling Aspergillus niger with Bacillus subtilis

To explore biodegradation of 2-naphthol and its metabolites accumulated in wastewater treatment,a series of bio-degradation experiments were conducted.Two main metabolites of 2-naphthol,1,2-naphthalene-diol and 1,2-naphthoquinone,were identified by high-performance liquid chromatography with standards.Combining fungus Aspergillus niger with bacterium Bacillus subtilis in the treatment enhanced 2-naphthol degradation efficiency,lowered the accumulation of the two toxic metabolites.There were two main phases during the degradation process by the kinetic analysis：2-naphthol was first partly degraded by the fungus,producing labile and easily accumulated metabolites,and then the metabolites were mainly degraded by the bacterium,attested by the degradation processes of 1,2-naphthalene-diol and 1,2-naphthoquinone as sole source of carbon and energy.Sodium succinate,as a co-metabolic substrate,was the most suitable compound for the continuous degradation.The optimum concentration of 2-naphthol was 50 mg/L.The overall 2-naphthol degradation rate was 92%,and the COD Cr removal rate was 80% on day 10.These results indicated that high degradation rate of 2-naphthol should not be considered as the sole desirable criterion for the bioremediation of 2-naphtholcontaminated soils/wastewater.

Sorption of 1-naphthol by plant cuticular fractions

The contribution of aliphatic-rich plant biopolymer to sorption of hydrophobic organic compounds is significantly important because of their preservation and accumulation in the soil environment, but sorption mechanism is still not fully understood. In this study, sorption of 1-naphthol by plant cuticular fractions was examined to better understand the contributions of respective fraction. Toward this end, cuticular materials were isolated from the fruits of tomato by chemical method. The tomato cuticle sheet consisted of waxes （6.5 wt%）, cuticular monomer （69.5 wt%）, and polysaccharide （24.0 wt%）. Isotherms of 1-naphthol to the cuticular fractions were nonlinear （N value （0.82 - 0.90）） at the whole tested concentration ranges. The K∞/Kow ratios for bulk cuticle （TC1）, dewaxed cuticle （TC2）, cutin （TC4）, and desugared cuticle （TC5） were larger than unity, suggested that tomato bulk cuticle and cutin are much powerful sorption medium. Sorption capability of cutin （TC4） was 2.4 times higher than the nonsaponifiable fraction （TC3）. The 1-naphthol interactions with tomato cuticular materials were governed by both hydrophobic-type interactions and polar （H-bonding） interactions. Removal of the wax and polysaccharide materials from the bulk tomato cuticle caused a significant increase in the sorption ability of the cuticular material. There was a linear negative trend between K∞ values and the amount of polysaccharides or fraction＇s polarities （（N＋O）/C）; while a linear positive relationship between K∞ values and the content ofcutin monomer （linear R^2 = 0.993） was observed for present in the cuticular fractions. Predominant sorbent of the hydrophobic organic compounds （HOCs） in the plant cuticular fraction was the cutin monomer, contributing to 91.7% of the total sorption of tomato bulk cuticle.

Synthesis of 1,1'-binaphthyl-2,2'-diamine from 2-naphthol under atmospheric pressure

A practical protocol to obtain 1,1′-binaphthyl-2,2′-diamine was developed from 2-naphthol and 2-naphthylhydrazine under mild conditions： solvent-free, 125-130 ℃, atmospheric pressure. The convenient procedure makes the process amenable for large-scale synthesis of the versatile compound.

Effects of the surface chemistry of macroreticular adsorbents on the adsorption of 1-naphthol/1-naphthylamine mixtures from water

The adsorption behaviors of 1-naphthol, 1-naphthylamine and l-naphthol/l-naphthylamine mixtures in water over two macroreticular adsorbents were investigated in single or binary batch systems at 293 K, 303 K and 313 K respectively. All the adsorption isotherms in the studied systems can be adequately fitted by Langmuir model. In the case of aminated macroreticular adsorbent NDA103, 1-naphthol is adsorbed to a larger extent than 1-naphthylamine; while, the opposite trend is found for nonpolar macroreticular adsorbent NDA100. It is noteworthy that at higher temperature（303 K and 313 K）, the total uptake amounts of 1-naphthol and 1-naphthylamine in all binary-component systems are obvious larger than the pure uptake amounts in single-component systems, which is presumably due to the cooperative effect primarily arisen from the hydrogen-bonding interaction between the loaded 1-naphthol and 1-naphthylamine molecules. The simultaneous adsorption systems were confirmed to be helpful to the selective adsorption towards 1-naphthol according to the larger selective index.

Preparation of Enantiomerically Pure 1,1'-Bi-2-naphthols from 85% Cinchonine and 1,1'-Bi-2-naphtholboric Anhydride

A possibility of preparation of enantiomerically pure 1,1' bi 2 naphthols using an impure cinchonine has been examined. The solid and the mother liquor formed from the reaction of 1,1' bi 2 naphtholboric anhydride and 85 % cinchonine in toluene could give optically pure (S) ( ) and (R) (+) 1,1' bi 2 naphthol after acidification and kinetic crystallization, the overall yields were 40 % and 28 %, respectively.

A New Amperometric Glucose Biosensor with Naphthol Green B as Mediator

Naphthol green B was used, for the first time, as a new mediator in an amperometric glucose biosensor. It is a good mediator, promoting electron transfer from glucose oxidase to graphite electrode. The biosensor shows high sensitivity to glucose at low potential with response time of 30 seconds. The linear range is from 1.5 to 18 靘ol/L glucose with detection limit of 0.5 靘ol/L glucose.

Ferric hydrogensulfate catalyzed aerobic oxidative coupling of 2-naphthols in water or under solvent free conditions

The symmetric oxidative coupling reactions of 2-naphthol derivatives with both ferric hydrogensulfate in water and silica ferric hydrogensulfate in solvent free conditions were carried out. The advantages of this green procedure are inexpensive catalyst or cocatalyst, reusability of catalyst, organic solvent-free procedures and simple workup.

Studies on the Conformation of Poly (1-naphthol) Assembled by Horseradish Peroxidase in Aqueous Micelle

FTIR, UV-visible , fluorescence spectra and calculation of CPK model indicated that poly(1-naphthol) synthesized and assembled by horseradish peroxidase(HRP) in aqueous micelle was constructed with orderly helical conformation, which was the lowest energy conformation of the polymer under this condition and resulted in an advanced c-conjugated system.

Catalytic Oxidative Conversion from Naphthol to 2-Hydroxy-1, 4-naphthoquinone over Iron Porphyrin Catalysts by Molecular Oxygen in an Alkaline 2-Propanol Solution

In an alkaline 2-propanol solution with 5,10,15,20-tetra(4-methoxyl phenyl) porphyrin iron chloride(TOMPPFeCl) as a catalyst and oxygen as a cheap green oxidant, 2-naphthol was conversed to 2-hydroxy-\{1,4-naphthoquinone(HNQ)\} with a yield of 62.17% and a selectivity of 100%, and the conversion number of TMOPPFeCl catalyst was 8.32/min. The catalytic oxidation products were characterized by means of UV-Vis, IR, GC-MS, ~ 1H NMR and melting point determination. In this catalytic oxidation, the catalytic activity of TMOPPFeCl was researched in detail and the reacting conditions were optimized. A possible reaction mechanism is summarized based on in situ EPR determination.

ADSORPTION OF LATERALLY INTERACTING 1-NAPHTHOL/1-NAPHTHYL-AMINE MIXTURES ON NONPOLAR SURFACES FROM AQUEOUS SOLUTIONS

The binary adsorption behavior of 1-naphthol/1-naphthylamine mixtures in water on nonpolar adsorbent Amberlite XAD4 was investigated at 293 K, 303 K and 313 K, respectively. The experimental uptakes of 1-naphthol and 1-naphthylamine in all binary-component systems of different molar ratios were obviously higher than the corresponding uptakes predicted by the extended Langmuir model, assuming no interaction between the adsorbed molecules of the two components. This phenomenon was attributed to the cooperative adsorption effect arising from the hydrogen bonding interaction between 1-naphthol and 1-naphthylamine molecules. A modified extended Langmuir model was proposed to describe the binary adsorption behavior by means of introducing a fitting parameter related with the cooperative adsorption effect of the adsorbates.

Synthesis and Evaluation of Two Novel Naphthol Derivatives as Novel Cholinesterase Inhibitors

Two novel naphthol derivatives（1 and 2） were synthesized and characterized via IR,~1H NMR,and HRMS.The structure of compound 2 was verified by single-crystal X-ray crystallography.It crystallizes in monoclinic,space group C2/c with a = 21.6725（9）,b = 6.0127（3）,c = 25.5405（14） A,β = 94.716（5）o,V = 3316.9（3） A^3,Z = 8,F（000） = 1384,D_c = 1.511 Mg/m^3,M_r = 377.22 and μ = 2.487 mm^-1.In addition,their cholinesterase inhibitory activities in vitro toward Electrophorus electricus acetylcholinesterase（eel ACh E） and horse serum butyrylcholinesterase（eq BCh E） were further determined.The results showed that compound 1 as a new acetylcholinesterase（ACh E） inhibitor displayed higher ACh E inhibitory activity（IC_（50） = 1.4 μM）,which could be considered for Alzheimer＇s disease therapeutics.