2,6-Bis[1-(2-isopropyl­phenyl­imino)­ethyl]­pyridine

The title compound, C27H31N3, has E substitution at each imine double bond where the two N atoms adopt a trans–trans relationship. The benzene rings are twisted out of the mean plane of the pyridine ring; the mean planes of the aromatic groups are rotated by 63.0 (1) and 72.58 (8)°. The crystal structure is sustained mainly by C—H⋯π and hydro­phobic methyl–methyl inter­actions

Trimerisation of the cationic fragments [(η -ring)M(Aa)]+ ((η -ring) M=(η 5-C5Me5)Rh, (η 5-C5Me5)Ir, (η 6-p -MeC6H4i Pr)Ru; Aa=α -amino acidate) with chiral self-recognition: Synthesis, characterisation, solution studies and catalytic reactions of the trimers [{(η -ring)M(Aa)}3](BF4)3

The formation of [{(η-ring)M(Aa)}3](BF4)3 trimers [(η-ring)M=(η5-C5Me5)Rh, (η5-C5Me5)Ir, (η6-p-MeC6H4iPr)Ru; Aa = α-amino acidate, one cation shown schematically] takes place by chiral self-recognition, the RMRMRM or SMSMSM trimers are equally configurated at the metal centres and are the only diastereomers detected. The equilibrium constant for the diastereomerisation process between both isomers depends on the solvent, amino acidate, and metal. The trimers catalyse the reduction of unsaturated aldehydes to unsaturated alcohols and the reduction of acetophenone to 2-phenylethanol with up to 75 % ee.We thank the Direccion General de Investigacion Cientifica y Tecnica for financial support (GrantPB96/0845). F.J. is grateful to IBERDROLA S.A. for sponsoring A.K. acknowledges the travel grant of the European Community in the frame work of the project Catalysis by Metal Complexes involving Small Molecules(ERBCHRXCT930147).Peer reviewe

Intramolecular hydrogen bonding in dibenzyl 2,20 -(propane-1,3-diyldiimino)bis(cyclopent-1-ene-1-carbodithioate)

2006 International Union of Crystallography Printed in Great Britain205–[email protected]@[email protected]@ivic.v

Synthesis, reactivity and catalytic activity of [RuH(η1-OCMe2)(CO)2(PPri3)2]BF4

The solvento complex [RuH(η1-OCMe2)(CO)2(PPri3)2]BF42, which is an active catalyst for the exclusive hydrogenation of phenylacetylene to styrene and the hydrosilylation of the same alkyne to cis-PhCH[double bond, length half m-dash]CH(SiEt3), was prepared by reaction of [Ru(H)Cl(OC)2(Pri3P)2]1 with AgBF4 in acetone as solvent. The reactivity of 2 has been investigated. This compound reacts with Lewis bases (L) to give [RuH(CO)2L(PPri3)2]BF4[L = H2O 3, MeCN 4, CO 5 or pyrazole (Hpz)6]. Complex 5 can be deprotonated by KOH to afford [Ru(OC)3(Pri3P)2]7, while the reaction of 6 with [{Rh(µ-OMe)(diolefin)}2][diolefin = tetrafluorobenzobarrelene (tfbb) or cycloocta-1,5-diene, (cod)] led to heterobinuclear compounds of formula [(OC)2(Pri3P)2Ru(µ-H)(µ-pz)Rh(diolefin)]BF4(diolefin = tfbb 10 or cod 11). The molecular structure of 11 was determined by an X-ray investigation. Compound 11 crystallises in the orthorhombic space group Fdd2, with cell dimensions a= 28.290(2), b= 22.572(1), c= 23.126(1)Å and Z= 16. The structure was refined to R and R′ values of 0.0232 and 0.0258 for 6297 observed reflections. The cation in 11 can be described as a ruthenium–rhodium heterobinuclear species where the metals are connected through a bidentate pyrazolate group and a bridging hydrodo ligand. The metal–metal distance is 3.1323(3)Å. Complex 2 reacts with HCl to give [RuCl2(CO)2(PPri3)2]12, which can be also prepared by reaction of [RuCl(η1-OCMe2)(CO)2-(PPri3)2]BF413 with NaCl. This compound in the presence of Lewis bases affords [RuCl(CO)2L-(PPri3)2]BF4(L = H2O 14, MeCN 15, CO 16 or Hpz 17). The reactions of 17 with [{Rh(µ-OMe)(diolefin)}2] lead to [(OC)2(Pri3P)2Ru(µ-Cl)(µ-pz)Rh(diolefin)]BF4(diolefin = tf bb 18 or cod 19). Carbon disulfide, SCNR (R = Me or Ph) and HC[triple bond, length half m-dash]CCO2Me, undergo insertion reactions into the Ru–H bond of 2 to give the corresponding insertion products. [Ru(η2-S2CH)(CO)2(PPri3)2]BF420, [Ru{η2-SN(R)CH}(CO)2(PPri3)2]BF4(R = Me 21 or Ph 22) and [[graphic omitted]OMe][double bond, length half m-dash]CH2}(CO)2(PPri3)2]BF423.We thank the Direccion General de Investigacion Cientifica y Tecnica (Project PB 92-0092, Programa de Promocion General del Conocimiento) and EU (Project: Selective Processes and Catalysis Involving Small Molecules) for financial support.Peer reviewe

Simple preparation of new N-aryl-N-(3-indolmethyl) acetamides and their spectroscopic analysis

To prepare new indolic molecules and characterize them by spectroscopic methods. Materials and methods: All reagentswere purchased from Aldrich, commercial grade. The purity of the products and the composition of the reaction mixtures were monitoredby thin layer chromatography over Silufol UV254 0.25 mm-thick chromatoplates. Product isolation and purification were performed bycolumn chromatography (SiO2), using ethyl acetate-petroleum ether mixtures as eluents. Results. The synthesis of new N-aryl-N-(3-indolmethyl) acetamides based on first step iminization reaction of indol-3-carbaldehyde is accomplished. The structures of the C-3substituted indoles were confirmed by 1H-NMR and 13C-NMR studies supported by inverse-detected 2D NMR experiments and alsothrough monocrystal X-ray diffraction. Conclusions. An efficient, economic, and fast synthetic route was designed to the construction ofthe N-aryl-N-(3-indolmethyl) acetamides, structural analogues of some alkaloids

Synthesis, Crystal and Molecular Structure, and Hydrogen-bonding Patterns in Hydantoin-L-Aspartic Acid

La hidantoina del ácido L-aspártico, C5H6N2O4, cristaliza en el sistema ortorrómbico con grupo espacial P212121 (Nº19), Z=4, y parámetros de celda unidad a= 7,597(1) Å, b= 8,591(1) Å, c= 9,447(1) Å, V= 616,6(2) Å3. En la estructura cristalina de este compuesto, las moléculas están unidas por enlaces de hidrógeno del tipo N---H···O y O---H···O, creando estructuras en cadenas y ciclos con grafos C(4), C(6), C(8), R33(15), R44(20) que forman una red tridimensional59-64gerzon@ula.veCuatrimestralHydantoin-L-aspartic acid, C5H6N2O4, crystallize in the orthorhombic system with space group P212121 (Nº19), Z=4, and unit cell parameters a= 7.597(1) Å, b= 8.591(1) Å, c= 9.447(1) Å, V= 616.6(2) Å3. In the crystal structure of the title compound the molecules are joined by N---H···O and O---H···O hydrogen bonds into chain and cyclic structures with graph-set C(4), C(6), C(8), R33(15), R44(20) forming a three-dimensional network

Simple preparation of new N-aryl-N-(3-indolmethyl) acetamides and their spectroscopic analysis

Objectives: To prepare new indolic molecules and characterize them by spectroscopic methods. Materials and methods: All reagents were purchased from Aldrich, commercial grade. The purity of the products and the composition of the reaction mixtures were monitored by thin layer chromatography over Silufol UV254 0.25 mm-thick chromatoplates. Product isolation and purification were performed by column chromatography (SiO2), using ethyl acetate-petroleum ether mixtures as eluents. Results: The synthesis of new N-aryl-N-(3-indolmethyl) acetamides based on first step iminization reaction of indol-3-carbaldehyde is accomplished. The structures of the C-3 substituted indoles were confirmed by 1H-nmr and 13C-nmr studies supported by inverse-detected 2D NMR experiments and also through monocrystal X-ray diffraction. Conclusions: An efficient, economic, and fast synthetic route was designed to the construction of the N-aryl-N-(3-indolmethyl) acetamides, structural analogues of some alkaloids.Key words: indole, acetamides, iminizationResumenPreparación sencilla de nuevas N-aril-N-(3-indolmetil) acetamidas y su análisis espectroscópico. Objetivos: Preparar nuevas moléculas indólicas y caracterizarlas por los métodos espectroscópicos. Materiales y métodos: Todos los reactivos fueron adquiridos de Aldrich, de grado comercial. La pureza de los productos y composición de las mezclas de reacción fueron monitoreadas por la cromatografía en capa delgada, Silufol UV254 0.25 mm-grosor de cromatoplacas. El aislamiento y purificación de los productos fueron realizados por la cromatografía en columna (SiO2), usando mezclas de acetato de etilo y éter de petróleo como eluentes. Resultados: Se ha realizado la síntesis de nuevas N-aril-N-(3-indolmetil) acetamidas, basada en la reacción de iminización del indol-3-carbaldehído. Las estructuras de los indoles C-3 sustituidos fueron confirmadas por estudios de 1H, 13C -RmN, experimentos de 2D RMN y también por difracción monocristal de Rayos X. Conclusiones: Se ha diseñado una nueva ruta de síntesis eficiente, económica y rápida para la construcción de las N-aril-N-(3-indolmetil) acetamidas,  análogos estructurales de diversos alcaloides.Palabras clave: indol, acetamidas, iminizaciónResumoPreparação simples de novas N-aril-N-(3-indolmetil)acetamidas e sua análise espectroscópica. Objetivos: Preparar novas moléculas indólicas e caracterizar-las através de métodos espectroscópicos. Materiais e métodos: Todos os reagentes foram obtidos de Aldrich, de tipo comercial. A pureza dos produtos e a composição das misturas de reação foram monitoradas por cromatografia em camada fina, Silufol UV254 0,25 mm de espessura das cromatoplacas. O isolamento e a purificação dos produtos foram feitos através de cromatografia em coluna (SiO2), utilizando misturas de acetato de etila e éter de petróleo como eluente. Resultados: Realizou-se a síntese de novas N-aril-N-(3-indolmetil)acetamidas, baseada na reação de iminización do indol-3-carbaldeído,. As estruturas dos indóis C-3 substituídos foram confirmadas por estudos de 1H, 13C -RMN, experimentos de 2D RMN  e também por difração monocristal dos Rayos X. Conclusões: Desenhou-se una nova rota de síntese eficiente, econômica e rápida para a construção das N-aril-N-(3-indolmetil) acetamidas, análogos estruturais de vários alcalóides.Palavras-chave: indol, acetamidas, iminizaçã

Simple preparation of new N-aryl-N-(3-indolmethyl) acetamides and their spectroscopic analysis

Objectives: To prepare new indolic molecules and characterize them by spectroscopic methods. Materials and methods: All reagents were purchased from Aldrich, commercial grade. The purity of the products and the composition of the reaction mixtures were monitored by thin layer chromatography over Silufol UV254 0.25 mm-thick chromatoplates. Product isolation and purification were performed by column chromatography (SiO2), using ethyl acetate-petroleum ether mixtures as eluents. Results: The synthesis of new N-aryl-N-(3-indolmethyl) acetamides based on first step iminization reaction of indol-3-carbaldehyde is accomplished. The structures of the C-3 substituted indoles were confirmed by 1H-nmr and 13C-nmr studies supported by inverse-detected 2D NMR experiments and also through monocrystal X-ray diffraction. Conclusions: An efficient, economic, and fast synthetic route was designed to the construction of the N-aryl-N-(3-indolmethyl) acetamides, structural analogues of some alkaloids.Key words: indole, acetamides, iminizationResumenPreparación sencilla de nuevas N-aril-N-(3-indolmetil) acetamidas y su análisis espectroscópico. Objetivos: Preparar nuevas moléculas indólicas y caracterizarlas por los métodos espectroscópicos. Materiales y métodos: Todos los reactivos fueron adquiridos de Aldrich, de grado comercial. La pureza de los productos y composición de las mezclas de reacción fueron monitoreadas por la cromatografía en capa delgada, Silufol UV254 0.25 mm-grosor de cromatoplacas. El aislamiento y purificación de los productos fueron realizados por la cromatografía en columna (SiO2), usando mezclas de acetato de etilo y éter de petróleo como eluentes. Resultados: Se ha realizado la síntesis de nuevas N-aril-N-(3-indolmetil) acetamidas, basada en la reacción de iminización del indol-3-carbaldehído. Las estructuras de los indoles C-3 sustituidos fueron confirmadas por estudios de 1H, 13C -RmN, experimentos de 2D RMN y también por difracción monocristal de Rayos X. Conclusiones: Se ha diseñado una nueva ruta de síntesis eficiente, económica y rápida para la construcción de las N-aril-N-(3-indolmetil) acetamidas,  análogos estructurales de diversos alcaloides.Palabras clave: indol, acetamidas, iminizaciónResumoPreparação simples de novas N-aril-N-(3-indolmetil)acetamidas e sua análise espectroscópica. Objetivos: Preparar novas moléculas indólicas e caracterizar-las através de métodos espectroscópicos. Materiais e métodos: Todos os reagentes foram obtidos de Aldrich, de tipo comercial. A pureza dos produtos e a composição das misturas de reação foram monitoradas por cromatografia em camada fina, Silufol UV254 0,25 mm de espessura das cromatoplacas. O isolamento e a purificação dos produtos foram feitos através de cromatografia em coluna (SiO2), utilizando misturas de acetato de etila e éter de petróleo como eluente. Resultados: Realizou-se a síntese de novas N-aril-N-(3-indolmetil)acetamidas, baseada na reação de iminización do indol-3-carbaldeído,. As estruturas dos indóis C-3 substituídos foram confirmadas por estudos de 1H, 13C -RMN, experimentos de 2D RMN  e também por difração monocristal dos Rayos X. Conclusões: Desenhou-se una nova rota de síntese eficiente, econômica e rápida para a construção das N-aril-N-(3-indolmetil) acetamidas, análogos estruturais de vários alcalóides.Palavras-chave: indol, acetamidas, iminizaçã