中国化学快报

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Immobilized silver nanoparticles on silica gel as an efficient catalyst in nitroarene reduction

Ali Reza Kiasat, Roya Mirzajani, Fakhri Ataeian, Mehdi Fallah-Mehrjardi

中国化学快报. 2010, 21(09): 1015-1019. https://doi.org/10.1016/j.cclet.2010.05.024

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Nanoparticles have properties that can be fine-tuned by their size as well as shape. Hence, there is significant current interest in preparing nano-materials of small size dispersity and to arrange them in close-packed aggregates. This letter describes a way of synthesising silver nanoparticles and their protection to aggregate by silica gel. The combination of catalytic quantities of immobilized silver nanoparticles with reductive ability of NaBH₄ efficiently reduces aromatic nitroarenes to the corresponding amines in aqueous medium. Noteworthy is that highly chemoselective reactions were achieved in the presence of other functional groups such as halogen and carboxylic acid groups. The silver particles immobilized on silica gel are stable in the presence of oxygen for several months.

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Synthesis of stearic acid triethanolamine ester over solid acid catalysts

Tao Geng, Qiu Xiao Li, Ya Jie Jiang, Wei Wang

中国化学快报. 2010, 21(09): 1020-1024. https://doi.org/10.1016/j.cclet.2010.02.011

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The synthesis of stearic acid triethanolamine ester over solid acid catalysts was investigated. The results showed that the catalytic activity and selectivity of zirconium sulfate supported on SBA-15(6)(pore diameter 6 nm) is better than that of commonly used hypophosphorous acid, zirconium sulfate supported on MCM-41 and zirconium sulfate supported on SBA-15(9)(pore diameter 9 nm).

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Environment friendly protocol for the synthesis of nitriles from aldehydes

M. B. Madhusudana Reddy, M. A. Pasha

中国化学快报. 2010, 21(09): 1025-1028. https://doi.org/10.1016/j.cclet.2010.05.004

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A rapid and eco-friendly one-pot protocol for the synthesis of nitriles has been developed by treating various araldehydes bearing electron withdrawing as well as electron donating groups with hydroxylamine hydrochloride in the presence of non-toxic, non-corrosive and reusable zinc oxide(ZnO)as the catalyst under solvent-free microwave irradiation. The present approach offers the advantages of a clean reaction, simple methodology, employing readily available catalyst, short reaction duration (<1 min), high selectivity; and high yield(90-98%).

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γ-Fe₂O₃:A magnetic separable catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide

Gang Qi, Yong Dai

中国化学快报. 2010, 21(09): 1029-1032. https://doi.org/10.1016/j.cclet.2010.05.003

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An efficient route for the synthesis of 5-substituted 1H-tetrazole via[2+3] cycloaddition of nitriles and sodium azide is reported using g-Fe₂O₃ nanoparticles as a magnetic separable catalyst. Under optimized conditions, the moderate to good yields (71-95%) can be obtained. The catalyst can be easily separated by a magnet and reused for several circles.

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Cobalt-catalyzed photopromoted carbonylation of chloroalkanes in the presence of KI

Ying Ping Jia, Ying Na Cui, Jing Mei Yin, Guang Yun Zhou, Shen Min Li, Da Bin Gao, Xiang Sheng Wang

中国化学快报. 2010, 21(09): 1033-1036. https://doi.org/10.1016/j.cclet.2010.04.027

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The photopromoted carbonylation of chloroalkanes with carbon monoxide catalyzed by cobalt compounds[Co(OAc)2, CoCl₂]in the presence of KI was carried out under ambient conditions. The results revealed that the catalytic activity of Co(OAc)₂ was higher than that of CoCl₂. A basic additive NaOAc was beneficial to the reaction. Interestingly, with NaOAc as an additive, Co(OAc)₂ and COCl₂ exhibited similar catalytic activity. Preliminary work showed that the role of iodide ion was initially to form active iodoalkanes via substituting chloride ion in chloroalkanes in situ, and then, the carbonylation of iodoaikanes proceeded under irradiation.

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Synthesis and antifungal activity of trichodermin derivatives

Jing Li Cheng, Yong Zhou, Jin Hao Zhao, Chulong Zhang, Fu Cheng Lin

中国化学快报. 2010, 21(09): 1037-1040. https://doi.org/10.1016/j.cclet.2010.04.033

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A series of derivatives were synthesized from trichodermin (1) which was an antifungal metabolite produced by Trichoderma taxi sp. nov. Their structures were confirmed by ¹H NMR, MS spectrum. Their antifungal activities were evaluated in vitro. The preliminary structure activity relationships (SAR) results indicated that the double bond, epoxide moiety and ester group were main pharmacophore elements, the stereochemistry of C4 position played a key role as well, and the compounds 1e-1g displayed stronger antifungal activity against Magnaporthe grisea than 1.

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A convenient phosphoryloxylactonization of pentenoic acids with (diacetoxyiodo) benzene

Zhong Shi Zhou, Xue Han He

中国化学快报. 2010, 21(09): 1041-1044. https://doi.org/10.1016/j.cclet.2010.04.011

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The convenient one-pot method for phosphoryloxylactonization of alkenoic acids was reported:when (diacetoxyiodo) benzene, various 4-pentenoic acids and phosphates were mixed in CH₃CN at room temperature, phosphoryloxylactones were obtained in good to excellent yields in short times, some had two diastereoisomers.

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Antigens synthesis and antibodies preparation for furazolidone and its metabolite 3-amino-2-oxazolidinone

Hua Ping Zhu, Ting Ting Liu, Bing Liu, Hui Ling Yin, Xiao Long Li, Li Wang, Shuo Wang

中国化学快报. 2010, 21(09): 1049-1052. https://doi.org/10.1016/j.cclet.2010.04.001

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Two haptens of 3-[(5-amino-furan-2-ylmethylene) amino]oxazolidin-5-one (FZ-NH₂) and 3-{[(4-carboxypbenyl) methylene]-amino}-2-oxazolidinone(CPAOZ)were synthesized. For FZ-NH₂, immunogens were prepared by glutaraldehyde and diazo salt methods. For CPAOZ, immunogens were connected by the methods of the active ester and mixed acid anhydride. Compared with the combination, indirect competitive enzyme-linked immunosorbent assay (ic-ELISA) was developed with coating antigen of FZ-NH₂-OVA via the glutaraldehyde method and immunogen of CPAOZ-KLH via active ester method. For furazolidone and its metabolite AOZ (NPAOZ as derivative), the sensitivities (IC₅0) were 2.0 μg/L and 2.5 μg/L, limits of detection (IC₁₅) were0.09 μg/L and 0.25 μg/L, respectively. A sensitive method was developed for the simultaneous determination of furazolidone in feed and its metabolite AOZ in tissue.

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Eco-friendly synthesis of benzimidazole derivatives using solid acid scolecite catalyst

Lakshman S. Gadekar, Balasaheb R. Arbad, Machhindra K. Lande

中国化学快报. 2010, 21(09): 1053-1056. https://doi.org/10.1016/j.cclet.2010.03.038

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A series of benzimidazole derivatives were synthesized expeditiously in good yields by condensation of 1, 2-diaminobenzene and aromatic aldehydes in the presence of modified scolecite catalyst. The world wide availability, easy handling and reusability of catalyst, higher yields and shorter reaction times are the advantages of the present method.

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An efficient synthesis of 2,2-bis (1H-indol-3-yl)-2H-acenaphthen-1-one catalyzed by recyclable solid superacid SO₄^2-/TiO₂ under grinding condition

Guo Liang Feng

中国化学快报. 2010, 21(09): 1057-1061. https://doi.org/10.1016/j.cclet.2010.05.009

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An efficient synthesis of symmetrical 2, 2-bis(1H-indol-3-yl)-2H-acenaphthen-1-one is achieved via a reaction of acenaphthe-nequinone and indoles catalyzed by solid superacid SO₄^2-/TiO₂ under solvent-free conditions at room temperature by grinding, which provides an efficient route to the synthesis of symmetrical 2, 2-bis(1H-indol-3-yl)-2H-acenaphthen-1-one. This procedure offers several advantages including solvent-free conditions, excellent yields of products, simple work-up as well as reuse of catalysts which makes it a useful and attractive protocol for the synthesis of these compounds.

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Macroporous magnetic poly (GMA-EGDMA-DVB) microspheres supported palladium complex as an efficient catalyst for Heck reaction

Ding Zhong Yuan, Qiu Yu Zhang, Jin Bo Dou

中国化学快报. 2010, 21(09): 1062-1066. https://doi.org/10.1016/j.cclet.2010.04.025

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Macroporous magnetic poly (GMA-EGDMA-DVB) microspheres synthesized by suspension polymerization were used as supports for palladium catalyst. The results showed the novel magnetic catalyst can promote Heck reaction of aryl halides with acrylic acid efficiently without an inert atmosphere. In addition, the novel catalyst can be conveniently recovered by applying an external magnet and reused at least five times without significant loss of its activity.

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Rh nanoparticles stabilized by PEG-substituted triphenyl-phosphine:A highly active and recyclable catalyst for aqueous biphasic hydrogenation of benzene

Ya Dong Lu, Yan Hua Wang, Zi Lin Jin

中国化学快报. 2010, 21(09): 1067-1070. https://doi.org/10.1016/j.cclet.2010.04.013

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Rh nanoparticles stabilized by PEG-substituted triphenyl-phosphine (PETPP, P[C₆H₄-p-(OCH₂CH₂)_nOH]₃) combining double stabilization effects demonstrated high activity and good recyclability in aqueous biphasic hydrogenation of benzene. The value of turnover frequency (TOF) was 3333 h^-1. Furthermore, the rhodium nanoparticle catalyst could be easily recycled for five times without loss in activity.

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Synthesis and antitumor activities of novel 1,4-substituted phthalazine derivatives

Shu Lan Zhang, Ya Jing Liu, Yan Fang Zhao, Qiu Ting Guo, Ping Gong

中国化学快报. 2010, 21(09): 1071-1074. https://doi.org/10.1016/j.cclet.2010.04.004

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A series of 1, 4-substituted phthalazine derivatives were designed and synthesized. All the prepared compounds were screened for their cytotoxic activities against A549, HT-29 and MDA-MB-231 cell lines in vitro. Among them, compounds 7a-7h showed excellent selectivity for MDA-MB-231 cell line with IC₅₀ values from 1 nmol/L to 0.92 μmol/L. A preliminary SAR study of these derivatives was performed.

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Synthesis of O-glycosyl α-aryl nitrones

Ying Fu, Huai Yuan Zhang, Yan Hua Liu, Xue Feng Li, Dan Feng Huang, Yu Lai Hu

中国化学快报. 2010, 21(09): 1075-1078. https://doi.org/10.1016/j.cclet.2010.04.006

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α-Aryl nitrone are one of the most useful kinds of nitrones and have been extensively explored in recent years. However, the sugar moieties have not been introduced into these molecules before. We presented here an efficient synthesis of α-aryl nitrone O-glycosides via condensation of N-substituted hydroxylamine and aryl aldehydes glycosides in benzene.

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Facile synthesis of a melt-spinnable polyborazine from asymmetric alkylaminoborazine

Yong Peng Lei, Ying De Wang, Yong Cai Song, Yi He Li, Hao Wang, Cheng Deng, Zheng Fang Xie

中国化学快报. 2010, 21(09): 1079-1082. https://doi.org/10.1016/j.cclet.2010.04.041

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A novel asymmetric alkylaminoborazine monomer, 2-propylamino-4, 6-bis (methylamino) borazine, was synthesized for the first time, and directly polymerized to give a melt-spinnable polyborazine (PBN). This asymmetric alkylaminoborazine was synthesized by an aminolysis reaction of 2, 4, 6-trichloroborazine (TCB) with different amines under mild conditions. This route turns out to be much cheaper and simpler than the conventional routes. The chemical composition, structure, molecular weights and ceramic yield were investigated by EA, FTIR, NMR, GPC and TG analysis. The PBN exhibits suitable rheological property for melt-spinning, which suggests that it is a potential precursor for BN fibers.

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A novel catalytic method for the regeneration of carbonyl compounds from oximes using aluminum nitrate and NaBr as catalyst

Arash Ghorbani-Choghamarani, Javad Zeinivand

中国化学快报. 2010, 21(09): 1083-1086. https://doi.org/10.1016/j.cclet.2010.03.019

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A wide variety of aldoximes and ketoximes were regenerated to corresponding carbonyl compounds with Al(NO₃)₃·9H₂O in presence of catalytic amounts of NaBr in CH₂Cl₂ at room temperature.

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Synthesis and evaluation of in vitro anticancer activity of novel solasodine derivatives

Xiao Ming Zha, Fei Ran Zhang, Jia Qi Shan, Yi Hua Zhang, Jun O. Liu, Hong Bin Sun

中国化学快报. 2010, 21(09): 1087-1090. https://doi.org/10.1016/j.cclet.2010.04.020

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Solasodine 11 is a steroidal alkaloid with various biological activities. Herein, 8 novel solasodine derivatives were synthesized and their effect on prostate cancer cell proliferation was assessed in vitro. Significant improvement in antiproliferative activity was achieved among some of the synthetic analogs. In particular, 19 exhibited the most potent inhibitory effect against the proliferation of PC-3 cell line (IC₅₀=3.91 μmol/L).

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A new ent-labdane diterpenoid from Andrographis paniculata

Qiong Yu Zou, Na Li, Chun Dan, Wen Long Deng, Shu Lin Peng, Li Sheng Ding

中国化学快报. 2010, 21(09): 1091-1093. https://doi.org/10.1016/j.cclet.2010.05.002

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A new ent-labdane diterpenoid, 19-O-β-D-glucopyranosyl-ent-labda-8(17), 13-dien-15, 16, 19-triol, together with six known ent-labdane diterpenoids, was isolated from the aerial parts of Andrographis paniculata. The structure of the new compound was elucidated by extensive spectral analysis.

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Alkyl phenols from the wood of Averrhoa carambola

Suda Chakthong, Chumpunut Chiraphan, Chalermkwun Jundee, Prapagorn Chaowalit, Supayang Piyawan Voravuthikunchai

中国化学快报. 2010, 21(09): 1094-1096. https://doi.org/10.1016/j.cclet.2010.03.031

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Two alkyl phenols, namely, 2, 5-dimethoxy-3-undecylphenol (1) and 5-methoxy-3-undecylphenol (2), were isolated together with two known benzoquinones, 5-O-methylembelin (3) and 2-dehydroxy-5-O-methylembelin(4)from the wood of Averrhoa carambola. Their structures were elucidated on the basis of spectroscopic methods (1D and 2D NMR).

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A new flavone glycoside from Cancrinia discoidea (Ledeb.) Poljak

Liang Zhu, Ying Juan Tian

中国化学快报. 2010, 21(09): 1097-1099. https://doi.org/10.1016/j.cclet.2010.05.001

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A new flavone glucoside, selagin-7-O-(6"-O-acetyl-)-β-D-glycoside, has been isolated from Cancrinia discoidea (Ledeb.) Poljak. Its structure was identified by spectroscopic methods, 2D NMR and MS. Compounds exhibited activity of anti-inflammatory in vitro.

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A new sulfated triterpenoid from the bark of Zygophyllum fabago L.

Yu Lin Feng, Bin Xie, He Ran Li, Qiong Ming Xu, Xiao Juan Zhang, Yue Sheng Wang, Shi Lin Yang

中国化学快报. 2010, 21(09): 1100-1102. https://doi.org/10.1016/j.cclet.2010.04.015

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A new sulfated triterpenoid, 3β, 24-dihydroxyurs-20-enc-24-O-sulphonyl-28-oic acid (fabagoin, 1) was isolated from the barks of Zygophyllum fabago L. Its structure was elucidated on the basis of spectroscopic data.

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Two new phenylethanoid glycosides and a new secoiridoid glycoside from the roots of Picrorhiza scrophulariiflora

Lian Chun Zou, Zhi Hui Yan, Tong Fei Zhu, Hua Xiang, Da Cheng Wang, Xu Ming Deng

中国化学快报. 2010, 21(09): 1103-1106. https://doi.org/10.1016/j.cclet.2010.05.006

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Two new phenylethanoid glycosides, named scroside H(1), scroside I(2), and a new secoiridoid glycoside, named picrogentioside I(3), have been isolated from the underground parts of Picrorhiza scrophulariiflora. Their structures were elucidated on the basis of spectroscopic evidence.

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Two new triterpenoid saponins from Polygala crotalarioides

Yan Hua, Chang Xiang Chen, Jun Zhou

中国化学快报. 2010, 21(09): 1107-1110. https://doi.org/10.1016/j.cclet.2010.05.005

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Two new oleanane-type saponins, crotalarioside A(1)and crotalariosida B(2), were isolated from the roots of Polygala crotalarioides. Their structures were elucidated on the basis of spectroscopic and chemical evidence.

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Selective transport of Ag (Ⅰ) ion across a bulk liquid and polymer membranes incorporated with di-N-benzylated O₃N₂ donor macrocycles

A. Nezhadali

中国化学快报. 2010, 21(09): 1111-1114. https://doi.org/10.1016/j.cclet.2010.04.028

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The selective bulk liquid membrane and polymer membrane transports of Ag (Ⅰ)from an aqueous solution containing seven metal cations, Co (Ⅱ), Ni (Ⅱ), Cu (Ⅱ), Zn (Ⅱ), Ag (Ⅰ), Cd (Ⅱ)and Pb (Ⅱ), was studied. The source phases contained equimolar concentrations of the above-mentioned cations, with the source and receiving phases being buffered at pH 5.0 and 3.0, respectively. Ag (Ⅰ) ion transport occurred with a good efficiency from the aqueous source phases across the bulk liquid membrane and polymer membrane(derived from cellulose triacetate)containing ligand 1 as the ionophores, into the aqueous receiving phases. Clear transport selectivity for Ag (Ⅰ)was observed using ligand 1. There was no selectivity for the cations using ligand 2 in the both bulk liquid membrane and polymer membrane transports.

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A glass nanopore electrode for single molecule detection

Guo Xia Li, Xiang Qin Lin

中国化学快报. 2010, 21(09): 1115-1118. https://doi.org/10.1016/j.cclet.2010.04.026

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We have developed a simple method for fabricating robust and low noise glass nanopore electrodes with pore size 10±5 nm to detect single molecules. β-Cyclodextrin was used as model compound for characterization. In 1.0 mol/L NaCl solution, the molecules generated current pulses of 2-5 pA with noise level less than 0.8 pA. A slide mode and a plug mode were suggested for the way of β-cyclodextrin single molecule moving into the glass nanopores.

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Preparation and characterization of porous TiO₂/ZnO composite nanofibers via electrospinning

Hai Ying Wang, Yang Yang, Xiang Li, Li Juan Li, Ce Wang

中国化学快报. 2010, 21(09): 1119-1123. https://doi.org/10.1016/j.cclet.2010.03.009

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Porous TiO₂/ZnO composite nanofibers have been successfully prepared by electrospinning technique for the first time. It was generated by calcining TiO₂/ZnCl₂/PVP[PVP:poly (vinyi pyrrolidone)]nanofibers, which were electrospun from a mixture solution of TiO₂, ZnCl₂ and PVE Transmission electron microscopy (TEM) and X-ray diffraction (XRD) analyses were used to identify the morphology of the TiO₂/ZnO nanofibers and a formation of inorganic TiO₂/ZnO fibers. The porous structure of the TiO₂/ZnO fbers was characterized by N₂ adsoption/desorption isotherm. Surface photovoltage spectroscopy (SPS) and photo-catalytic activity measurements revealed advance properties of the porous TiO₂/ZnO composite nanofibers and the results were compared with pure TiO₂ nanofibers, pure ZnO nanofibers and TiO₂/ZnO nanoparticles.

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1-Pyrenecarboxaldehyde thiosemicarbazone:A novel fluorescent molecular sensor towards mercury (Ⅱ) ion

Xue Mei Wang, Hua Yan, Xin Lu Feng, Yong Chen

中国化学快报. 2010, 21(09): 1124-1128. https://doi.org/10.1016/j.cclet.2010.04.029

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A novel and simple fluorescent molecular sensor, 1-pyrenecarboxaldehyde thiosemicarbazone (Hpytsc), was synthesized. Its higher sensitivity and selectivity to mercury (Ⅱ) ion were studied through absorption and emission channels. The UV-vis spectra show that the increasing mercury (Ⅱ) ion concentrations result in the decreasing absorption intensity. The fluorescence monomer emission of Hpytsc is enhanced upon binding mercury (Ⅱ) ion, which should be due to the 1:1 complex formation between Hpytsc and metal ion.

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High sensitive piezoelectric quartz crystal liquid density sensor

Xue Cai Zhao, Jun Guo Du, Rui Sheng, Qi Kang, Da Zhong Shen

中国化学快报. 2010, 21(09): 1129-1132. https://doi.org/10.1016/j.cclet.2010.04.002

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We report for the first time a cleavage phenomenon in the resonant peak of a piezoelectric quartz crystal(PQC)in liquid phase. In the presence of a strong longitudinal wave effect, an additional resonant peak appears in the conductance-frequency curve. With gradually increasing liquid density, the additional peak moves from low to high frequency region then disappears. The frequency of the additional resonant peak is sensitive to the change in liquid density. The frequency shift of the additional peak is linear with the liquid density in a given range. For a 5 MHz PQC with a reflection distance of 16 mm for longitudinal wave, the sensitivity to liquid density is 2.61×10⁶ Hz g^-1 cm³. The overlap between the primary resonant peak and the additional resonant peak causes a decrease in the intensity of the former and an increase in the intensity of the latter. In a combined impedance analysis method, the changes in surface mass loading, density and viscosity of the liquid were monitored simultaneously by a PQC sensor.

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Novel guanidinium-based ionic liquids as stationary phases for capillary gas chromatography

Li Zhen Qiao, Kai Lu, Mei Ling Qi, Ruo Nong Fu

中国化学快报. 2010, 21(09): 1133-1136. https://doi.org/10.1016/j.cclet.2010.04.003

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The present study describes guanidinium-based ionic liquids (GBILs) as stationary phases for capillary gas chromatography (CGC) and to the best of our knowledge, no related reports are available up to now. In this study, a hexaalkylguanidinium ionic liquid (DOTMG-NTf₂) was synthesized and coated statically onto capillary columns. Selectivity of the stationary phase was evaluated by separating Grob test mixture, test mixture, alcohols mixture, and fatty acid methyl esters mixture, and thermal stability was investigated as well. The present study demonstrates that GBILs as CGC stationary phases exhibit satisfactory selectivity and thermal stability and have a great potential as new candidates for CGC stationary phases.

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Low temperature fabrication of flexible carbon counter electrode on ITO-PEN for dye-sensitized solar cells

Li Li Chen, Jia Liu, Jing Bo Zhang, Xiao Wen Zhou, Xiao Ling Zhang, Yuan Lin

中国化学快报. 2010, 21(09): 1137-1140. https://doi.org/10.1016/j.cclet.2010.04.014

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A novel low temperature method was used to prepare the mesoporous carbon (MC) counter electrode (CE) on indium-doped tin oxide coated polyethylene naphthalate (ITO-PEN) for flexible dye-sensitized solar cells (DSSCs). The obtained flexible MC CEs with carbon loading of 280 μg cm^-2 were characterized by SEM, XRD and electrochemical impedance. The light-to-electricity conversion efficiency of the DSSC fabricated with the prepared flexible MC CE was 86% of that of DSSC based on the decomposited Pt CE.

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Synthesis of some new 3-[5-(2-oxo-2H-3-chromenyl)-1,3-oxazol-2-yl]-1,3-thiazolan-4-ones as antimicrobials

Cherkupally Sanjeeva Reddy, L. Sanjeeva Rao, M. Vani Devi, G. Rajesh Kumar, A. Nagaraj

中国化学快报. 2010, 21(09): 1045-1048. https://doi.org/10.1016/j.cclet.2010.03.018

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A series of some new 2-imino-5-[(Z)-1-(4-methylphenyl) methylidene]-3-[5-(2-oxo-2H-3-chromenyl)-1, 3-oxazol-2-yl]-1, 3-thiazolan-4-ones 5a-j has been synthesized and assayed for their antibacterial activity against Gram-positive bacteria viz. Bacillus subtilis (ATCC 6633), Staphylococcus aureus (ATCC 6538p) and Micrococcus luteus (IFC 12708), and Gram-negative bacteria viz. Proteus vulgaris(ATCC 3851), Salmonella typhimurium(ATCC 14028) and Escherichia coli(ATCC 25922). Among the screened compounds, 5d, 5e, 5f, 5g, and 5j exhibited potent inhibitory activity compared to standard drug, and emerged as potential molecules for further development.

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2010年, 第21卷, 第09期　刊出日期：2010-09-20

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2010年, 第21卷, 第09期 刊出日期：2010-09-20

2010年, 第21卷, 第09期　刊出日期：2010-09-20