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Facile Synthesis and Preferred Conformation Analysis of Cyclododeceno[b]indene  [PDF]
Chunyan Zhang,Shengyan Gong,Li Zhang,Daoquan Wang,Mingan Wang
Molecules , 2010, DOI: 10.3390/molecules15020699
Abstract: Using methanesulfonic acid as a catalyst, a series of cyclododeceno[b]indene derivatives were synthesized by the cyclization of α-benzylcyclododecanones, which were prepared by the reactions of cyclododecanones with a variety of substituted benzyl chlorides or bromides using NaH as a base. Their structures were confirmed by mp, IR spectra, 1H-NMR, 13C-NMR, MS, and x-ray diffraction. The preferred conformations were analyzed by crystal structure, 1H-NMR and quantum chemistry calculations, and compared with the x-ray diffraction structure of 2,3,5,6-bis(ortho-1,10-decylidene)dihydropyrazine. The results showed that the cyclododecene moiety adopted a preferred [1ene2333] conformation, and the substituted groups at aromatic ring had no significant influence on the conformation.
Spiro[indene-1,1′-benzo[e]indolin]-2′-one  [cached]
Jin-Xiang Chen,Yu-Qin Wang,Shu-Wen Liu,Wei-Er Lin
Acta Crystallographica Section E , 2011, DOI: 10.1107/s1600536810049809
Abstract: In the title compound, C20H13NO, the indene ring is disordered over two sites with an occupancy ratio of 0.557 (2):0.443 (2). Both disordered components of indene are nearly perpendicular to the naphthalene ring system, making dihedral angles of 90.9 (2) and 85.0 (5)°. The five-membered ring of the 1H-pyrrol-2(3H)-one adopts an envelope conformation with the spiro C atom at the flap position. Intermolecular classical N—H...O and weak C—H...O hydrogen bonding is present in the crystal structure.
Novel Amorphous Red Electroluminescence Material Based on Pyranylidene Indene-1,3-Dione Derivative
A. Vembris, M. Porozovs, I. Muzikante, J. Latvels, A. Sarakovskis, V. Kokars, E. Zarins
Latvian Journal of Physics and Technical Sciences , 2010, DOI: 10.2478/v10047-010-0011-4
Abstract: The organic light emitting diode (OLED) is a promising device for future technologies, like flat panel displays and novel light sources. So far the OLED structures have mostly been made by thermal evaporation in vacuum. An alternative approach is to use small molecules which form solid state with glassy structure from solutions. Such compounds can be used in the ink-jet printing technologies and result in reducing the OLED prices. In this paper, we present an original red fluorescent organic compound 2-(2-(4-(bis(2-(trityloxy)ethyl)amino)styryl)-6-methyl-4H-pyran-4-ylidene)-1H-indene-1,3(2H)-dione (ZWK1), with the maximum of the photoluminescence spectrum for solid state at 657 nm. The structure of the electroluminescent device was ITO/PEDOT: PSS (40 nm)/ZWK1 (120 nm)/LiF (1 nm)/Al (100 nm). The electroluminescence spectra correspond to the CIE coordinates x = 0.65 and y = 0.34 with the maximum at 667 nm. The power and luminance efficiency at the luminance of 100 cd/m2 is 0.43 lm/W and 1.97 cd/A, respectively.
NMR analysis of (1S,1aR,6aR)-2’,3’,6,6a-tetrahydro-spiro[cycloprop[a]indene-1(1aH),1’-[1H]indene]
Journal of the Serbian Chemical Society , 2005,
Abstract: The aldol condensation product of 1H-indan-1-one, (2E)-2-(2,3-dihydro-1H-inden-1-ylidene)-2,3-dihydro-1H-inden-1-one, subjected to Huang–Minlon reduction conditions was shown, via 1D and 2DNMRanalysis, to be amixture of (1S,1aR,6aR)-2’,3’,6,6a-tetrahydro-spiro[cycloprop[a]indene-1(1aH),1’-[1H]indene] and its 1R,1aS,6aS enantiomerand not 2,3,1’,3’-tetrahydro-[1,2’]-biindenylidene as originally expected. The full NMR assignment, the coupling constants in the proton NMR, and the couplings in the HMBC and NOESY of the title compound are summarized in the Table.
NMR Analysis of 2-(2 , 3 -dihydro-1 H-inden-1 -yl)-1H-indene
Journal of the Serbian Chemical Society , 2001,
Abstract: 1H, 13C and two dimensional NMR analyses were applied to determine the NMR parameters of 2-(2 ,3 -dihydro-1 H-inden-1 -yl)-1H-indene. The chemical shifts of all the H- and C-atoms, as well as the appropriate coupling constants were determined and the complete NMR resonance assignments of the molecule are given. The predicted patterns of the four different H atoms of the two methylene groups of the indane structural element coincided completely with the complex patterns in the NMR spectra.
J. Kalyana Sundar,S. Maharani,R. Ranjith Kumar,S. Natarajan
Acta Crystallographica Section E , 2010, DOI: 10.1107/s1600536810042856
Abstract: In the title compound, C14H12O4, the indene unit is essentially planar [r.m.s. deviation = 0.0309 (1) ] and the cyclopentanone ring adopts a twist form. In the crystal, molecules are joined via pairs of O—H...O hydrogen bonds into centrosymmetric dimers.
An Efficient Synthesis of Bis-indolylindane-1,3-diones, Indan-1,3-diones, and Indene-1,3(2H)-denies Using [Hbim]BF4 Ionic Medium  [PDF]
Mohammad Reza Poor Heravi
ISRN Organic Chemistry , 2013, DOI: 10.1155/2013/528329
Abstract: We prepared a brand new molecule in one step for the synthesis of bis-indolylindane-1,3-dione and indan-1,3-diones from the reaction of ninhydrin and 3 substituted/unsubstituted indoles using [Hbim]BF4 ionic liquid in excellent yields. The method was also used for the synthesis of novel indene-1,3(2H)-denies derivatives. 1. Introduction In recent times, ionic liquids have gained recognition as possible environmentally benign alternatives to the more volatile organic solvents [1]. Ionic liquids possess many attractive properties, such as wide liquid range, negligible vapor pressure, ease of recyclability, high thermal stability, and good solvating ability in a wide range of substrates and catalysts, which alleviate some of the environmental issues. Their nonvolatile nature can reduce the emission of organic compounds and facilitate the separation of products and/or catalysts from the reaction solvents. Furthermore, ionic liquids are found to be an efficient reaction medium for the immobilization of transition metal-based catalysts, Lewis acids, and enzymes [2]. The hallmark of such ionic liquids is the ability to alter their properties as desired by manipulating their structure with respect to the choice of organic cation or anion and side chain attached to the organic cation. Important pharmaceuticals often possess heterocyclic moieties as their building blocks [3]. The extensive use of heterocyclic compounds in the pharmaceutical industry is perhaps attributable to the availability of ample range of reactions that facilitate subtle structural modifications in heterocyclic compounds [4–7]. Since indole and its derivatives possess various biological activities [8], development of new methodologies for the synthesis of indole derivatives, which will yield subsets of heterocycles having potentiality to serve as templates for new biologically active molecules, is of great importance. In this context, we wish to describe a convenient and simple methodology for the synthesis of bis-indolylindane-1,3-dione (by reacting ninhydrin with 3 substituted/unsubstituted indoles), 2-(1′,3′-dihydro-1H-[2,3′]biindolyl-2′-ylidene)-indan-1,3-diones, indene-1,3(2H)-denies (from the reaction of ninhydrin, 1,2-phenylendiamine, and indole), and 2,2-bis(4-(dimethylamino)phenyl)-1H-indene-1,3(2H)-diones (from the reaction of ninhydrin with N,N-dimethylaniline). The reactions were carried out using [Hbim]BF4 ionic liquid as green solvent. The novelty of the methodology lies in its eco-friendly operation, the formation of structurally unique molecules, short reaction time, and
Surveillance of canine visceral leishmaniasis in a disease-free area Vigilancia da leishmaniose visceral canina em área indene  [cached]
Michele Salmon Frehse,Haroldo Greca Júnior,Leila Sabrina Ullmann,Lucilene Granuzzio Camossi
Revista Brasileira de Parasitologia Veterinária , 2010, DOI: 10.1590/s1984-29612010000100012
Abstract: Leishmaniasis is an important re-emergent parasitosis worldwide, particularly in tropical countries. There are no reports of autochthonous disease in the State of Paraná, southern Brazil. No surveillance has been carried out in the most populated areas such as the city of Curitiba and its surroundings. The purpose of the present study was to determine the seroprevalence of visceral leishmaniasis in dogs at the Center for Zoonosis Control of S o José dos Pinhais, Paraná, before euthanasia. Enzyme-linked immunosorbent assay (ELISA) and immunofluorescence antibody test (IFAT) were used to detect antibody levels against Leishmania sp. in dog sera. Imprints of the popliteal lymph nodes that were also randomly collected from 50 dogs with suspected clinical signs of visceral leishmaniasis, and evaluated under light microscopy for the detection of amastigote forms, were negative. A total of 364 dog samples were tested. The results showed only one positive sample (0.0027%) by ELISA test but negative by IFAT, however, the dog had no clinical signs. Random surveillance of dog populations from several districts of a metropolitan area may be a means of preventing Leishmania spreading. Based on our results, the city of Curitiba and its metropolitan area were considered at low risk for visceral leishmaniasis. A leishmaniose é uma importante parasitose re-emergente observada no mundo, particularmente em países tropicais. N o há ainda relatos de casos autóctones no estado do Paraná. N o há até o momento referência de vigilancia no reservatório canino, tais como Curitiba e regi o metropolitana do estado. O objetivo do estudo foi determinar a soroprevalência da leishmaniose visceral em c es entregues ao Centro de Controle de Zoonoses de S o José dos Pinhais, Paraná para eutanásia. A detec o sorológica da presen a de anticorpos contra Leishmania sp. foi realizada por (ELISA) indireto e pela Rea o de Imunofluorescência Indireta (RIFI). Além disso, impress o de linfonodo poplíteo coletadas ao acaso de 50 c es com sinais clínicos suspeitos para leishmaniose visceral e analisados sob microscopia óptica para detec o de formas amastigotas, foram negativas. Amostras de soro de 364 animais foram testadas, e os resultados mostraram somente uma amostra positiva (0,0027%), reagente ao ELISA e negativa à RIFI, entretanto, o c o n o apresentava sinais clínicos. A vigilancia ao acaso em uma popula o de vários locais de uma área metropolitana pode ser uma forma de preven o da dissemina o da doen a. Com base nos resultados observados, Curitiba e regi o metropolitana foram considerad
Desarrollo de embriones de bovino obtenidos por fecundación in vitro cultivados con células oviductales o medio condicionado y transferidos a hembras receptoras Bovine embryo development produced by in vitro fertilization cultured with oviductal cell or conditioned medium and transfer to recipients  [cached]
Archivos de medicina veterinaria , 1999,
Abstract: Se comparó el desarrollo in vitro de ovocitos obtenidos de ovarios de vaca de matadero, madurados, fecundados y cultivados in vitro bajo dos sistemas. Los ovocitos fueron cultivados en un medio de maduración a 39 °C, 5 % de CO2 y humedad relativa de 95 % durante 22 horas. Posteriormente, fueron incubados con espermatozoides seleccionados a través de una gradiente discontinua de Percoll. La tasa de maduración nuclear y fecundación fueron de 93,7 % (74/79) y 76,9 % (50/65) respectivamente. Un total de 252 ovocitos fecundados fueron cultivados in vitro. El porcentaje de desarrollo in vitro a las 2 días post-inseminación (embriones de 4-8 células) fue de 62,7 % (64/102) para los cigotos cultivados con células oviductales y de 67 % (100/150) para los cultivados en medio condicionado (P0,05). El porcentaje de desarrollo de mórulas fue de 17,6 % (18/102) para los cigotos cultivados con células oviductales y de 13,3 % (20/150) para los cultivados con medio condicionado (P0,05). Se obtuvo una tasa de desarrollo del 15,7 % (16/102) de blastocistos para aquellos cigotos cultivados con células oviductales. No se obtuvo blastocistos a partir de cigotos cultivados en medio condicionado. Cuatro blastocistos fueron transferidos a dos hembras receptoras. A los 42 y 57 días se encontró la presencia de un feto en cada hembra The in vitro development of matured and fertilized bovine oocytes was compared between two culture systems. Oocytes were collected by aspiration of follicles of 3-8 mm in diameter using an 18g needle. After morphological selection the oocytes were incubated at 39 0C, 5 % C02 y 95 % relative humidity, during 22 hours. Afterwards, oocytes were incubated with spermatozoa selected by Percoll gradient system. The rate of nuclear maturation and fertilization was 93,7 % (74/79) and 76,9 % (50/65), respectively. A total of 252 zygotes were cultured, 102 with oviductal cells and 150 in conditioned medium. The in vitro development on day 2 of culture (4- or 8-cell embryos) was 62,7 % (64/102) for the zygotes co-cultured with oviductal cells and 66,7 % (100/150) for the zygotes cultured in conditioned medium. The development to the morula stage was 17,6 % (18/102) for the zygotes co-cultured with oviductal cells and 13,3 % (20/150) for the zygotes cultured in conditioned medium. A statiscally significant difference was not found in the development of 4, 8-cell embryos or morula. The development of embryos up to the blastocyst stage was 15,7 % (16/102) for the zygotes co-cultured with oviductal cells. Two blastocysts were transferred to the uterine horn ipsilater
6-Amino-5-(1-amino-2,2-dicyanovinyl)-3,3a,4,5-tetrahydro-2H-indene-4-spiro-1′-cyclopentane-3a,7-dicarbonitrile–thiophene-2-carbaldehyde (1/0.5)  [cached]
Abdullah M. Asiri,Seik Weng Ng
Acta Crystallographica Section E , 2010, DOI: 10.1107/s1600536810034434
Abstract: In each of the two independent indene-4-spiropentane molecules in the asymmetric unit of the title 2:1 adduct, C19H18N6·0.5C5H4OS, the cyclohexene ring adopts a half-chair conformation and the cyclopentene and cyclopentane rings adopt envelope conformations. The mean plane through the cyclohexene/cyclopentene fused system is aligned at a dihedral angle of 77.9 (1)° with respect to the mean plane through the cyclopentane ring in one molecule and 87.0 (1)° in the other. In the crystal, adjacent indene-4-spiropentane molecules are linked by N—H...N hydrogen bonds into a three-dimensional network. The spaces within the network are occupied by the thiophene-2-carbaldehyde molecules. The thiophene-2-carbaldehyde unit is disordered over two positions of equal occupancy. The crystal studied was found to be a non-morohedral twin with two minor twin components of 18.4 and 9.7%.
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