- Pyridine-based coordination polymeric hydrogel with Cu2+ ion and its encapsulation of a hydrophobic molecule
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We report the formation of a coordination polymeric hydrogel of a pyridine derivative with Cu2+ and its efficiency as a delivery system for curcumin as a model hydrophobic drug. The Royal Society of Chemistry.
- Lee, Hyejin,Lee, Ji Ha,Kang, Sunwoo,Lee, Jin Yong,John, George,Jung, Jong Hwa
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Read Online
- Independently Tuned Frontier Orbital Energy Levels of 1,3,4,6,9b-Pentaazaphenalene Derivatives by the Conjugation Effect
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Herein reported are syntheses and the unique substituent effect in 1,3,4,6,9b-pentaazaphenalene (5AP) derivatives. We developed the new synthetic route via (N,N-pyridine-2,6-diyl)bisamides, which enabled us to prepare a variety of substituted 5APs and to
- Watanabe, Hiroyuki,Tanaka, Kazuo,Chujo, Yoshiki
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p. 2768 - 2778
(2019/02/26)
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- Prolinamides of Aminouracils, Organocatalyst Modifiable by Complementary Modules
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We report the synthesis and evaluation of prolinamide organocatalysts that incorporate aminouracils. The features of these catalysts are enhanced NH acidity of the amide because of the electron-withdrawing nature of the heterocycle, an additional hydrogen-bond donor at the α or β positions of this functional group (using 6-aminouracil or 5,6-diaminouracil respectively), and it can be recovered due to its low solubility and used again without decreasing the enantioselectivity. A unique feature of these systems is the self-assembly capability with complementary modules by Watson–Crick interactions. These supramolecular adducts behave differently from the catalyst alone, some of them have lower performance but others improve the selectivity of the product. Therefore, this approach avoids the synthesis of many catalysts.
- Ruíz-Pérez, Karen M.,Quiroz-García, Beatriz,Hernández-Rodríguez, Marcos
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supporting information
p. 5763 - 5772
(2018/11/10)
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- POLYMER FILM, RETARDATION FILM, POLARIZING PLATE, LIQUID CRYSTAL DISPLAY, AND COMPOUND
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Provided is a polymer film containing at least one of a compound represented by formula (1) of hydrates, solvates, or salts thereof. Y is a methine group or nitrogen atom. Qa, Qb, and Qc are a single bond or a divalent linking group. Ra, Rb, and Rc, are hydrogen atom, alkyl group, alkenyl group, alkynyl group, aryl group, cyano group, halogen group, or heterocyclic group. X2 is a single bond or a divalent linking group. X1 is a single bond or a predetermined divalent linking group. R1 and R2 are a hydrogen atom, alkyl group, alkenyl group, alkynyl group, aryl group, or heterocyclic group Formula (1)
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Paragraph 0413-0415
(2016/06/28)
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- ORGANIC MOLECULES FOR TERAHERTZ TAGGING APPLICATIONS
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The present invention discloses substituted heterocyclic compounds and /or aromatic compounds containing amide and/or urea groups exhibiting resonance in the range of 0.1- 10 THz. The invention also discloses binary molecular complexes based on the substituted heterocyclic compounds and/or aromatic compounds containing amide and/or urea groups of the present invention. The compounds and binary molecular complexes of the present invention have varying molecular mass and hydrogen bond strengths demonstrating several resonances below 10 THz. The compounds and binary molecular complexes of the present invention are customizable for various applications, such as authentication of a product.
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Page/Page column 8
(2015/07/23)
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- Understanding the effects of preorganization, rigidity, and steric interactions in synthetic barbiturate receptors
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Synthetic barbiturate receptors have been utilized for many applications due to their high binding affinities for complementary guests. Although interest in this class of receptors spans from supramolecular to materials chemistry, the effects of receptor steric bulk and preorganization on guest binding affinity has not been studied systematically. To investigate the roles that steric bulk and preorganization play in guest binding, we prepared a series of 12 deconstructed Hamilton receptors with varying degrees of steric bulk and preorganization. Both diethylbarbital and 3-methyl- 7-propylxanthine were investigated as guests for the synthetic receptors. The stoichiometry of guest binding was investigated using Job plots for each host-guest pair, and 1H NMR titrations were performed to measure the guest binding affinities. To complement the solution-state studies, DFT calculations at the B3LYP/6-31+G(d,p) level of theory employing the IEF-PCM CHCl3 solvation model were also performed. Calculated guest binding energies correlated well with the experimental findings and provided additional insight into the factors influencing guest binding. Taken together, the results presented highlight the interplay between preorganization and steric interactions in establishing favorable interactions for self-assembled hydrogenbonded systems.
- McGrath, Jacqueline M.,Pluth, Michael D.
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p. 711 - 719
(2014/04/03)
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- Direct synthesis of amides from coupling of alcohols and amines catalyzed by ruthenium(II) thiocarboxamide complexes under aerobic conditions
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Four octahedral ruthenium(II) thiocarboxamide complexes of the general formula [RuClCO(AsPh3)2(L)] (L = N-substituted pyridine-2-thiocarboxamide) incorporating carbonyl and triphenylarsine have been synthesized from the reaction of 1 equiv of ruthenium precursor [RuHClCO(AsPh3)3] with 1 equiv of thiocarboxamide ligands in refluxing ethanol in the presence of base. All the new complexes have been fully characterized by means of elemental analysis, IR, UV-vis, and NMR spectral methods. Molecular structures of all the complexes were determined by X-ray crystallography, which confirm the coordination mode of thiocarboxamide and reveal the presence of a distorted octahedral geometry around the Ru ion. All the ruthenium(II) thiocarboxamide complexes were generated as highly efficient catalysts for synthesis of secondary or tertiary amides by coupling of amines and alcohols with low catalyst loading, and the maximum yield was obtained up to 97%. The coupling reaction can be readily carried out under mild aerobic conditions, and release of water is the only byproduct. Further, the effect of substituents of the ligand, solvents, reaction temperature, time, and catalyst loading on the catalytic activity of the complexes has been investigated. A plausible mechanism is proposed for the synthesis of amides via hemiaminal as intermediate through an oxidation of an alcohol to aldehyde.
- Sindhuja, Elangovan,Ramesh, Rengan,Balaji, Sundarraman,Liu, Yu
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p. 4269 - 4278
(2014/12/09)
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- Fluorescent modular boron systems based on NNN- and ONO-tridentate ligands: Self-assembly and cell imaging
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We have synthesized a series of new fluorescent boron systems 1a-c and 2a-d based on nitrogen (NNN) or nitrogen and oxygen (ONO)-containing tridentate ligands. These novel dyes are characterized by high thermal and chemical stability. They show large Stok
- Glotzbach, Christoph,Kauscher, Ulrike,Voskuhl, Jens,Kehr, N. Seda,Stuart, Marc C. A.,Froehlich, Roland,Galla, Hans J.,Ravoo, Bart Jan,Nagura, Kazuhiko,Saito, Shohei,Yamaguchi, Shigehiro,Wuerthwein, Ernst-Ulrich
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p. 4410 - 4418
(2013/06/27)
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- 3,5,7,9-Substituted hexaazaacridines: Toward structures with nearly degenerate singlet-triplet energy separations
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(Chemical Equation Presented) Toward the goal of preparing stable, neutral open-shell systems, we synthesized a novel series of p-phenyl-substituted 3,5,7,9-hexaazaacridine and 3,5,7,9-hexaazaanthracene derivatives. The effects of substitution on the mole
- Langer, Peter,Amiri, Shadi,Bodtke, Anja,Saleh, Nehad N. R.,Weisz, Klaus,Goerls, Helmar,Schreiner, Peter R.
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p. 5048 - 5063
(2008/12/20)
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- Molecular recognition studies of selected isoalloxazines with 2,6-diamidopyridine derivatives
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Triple hydrogen bond formation towards the uracil moiety of an isoalloxazine ring with 2,6-diamidopyridine derivatives has been observed in chloroform. A hydrogen bonded isoalloxazine-pyridine complex has been successfully utilised in disulfide formation
- Geetanjali,Singh, Ram,Chauhan, Shive Murat Singh
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p. 719 - 723
(2007/10/03)
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- 3,5,7,9-tetraphenylhexaazaacridine: A highly stable, weakly antiaromatic species with 16 π electrons
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(Chemical Equation Presented) Zwitterionic structures with very low lying triplet states are the dominant characteristics of the first hexaazaacridine, 3,5,7,9-tetraphenylhexaazaacridine (TPH-acridine, see picture), and the analogous TPH-anthracene. The s
- Langer, Peter,Bodtke, Anja,Saleh, Nehad N. R.,Goerls, Helmar,Schreiner, Peter R.
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p. 5255 - 5259
(2007/10/03)
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- Structural effects on the stability of some hydrogen-bonded complexes with nucleobases
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The effect that additional groups flanking the hydrogen bond donor/acceptor arrays have on the association constants (K(a)) of complexes of chloroform-soluble thymine and adenine derivatives has been investigated by NMR shift titration. Constants for thym
- Yu, Lianhe,Schneider, Hans-Joerg
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p. 1619 - 1625
(2007/10/03)
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- Synthesis of 2,6-Diamidopyridine Derivatives and their Functions as Flavin Receptors in Chloroform
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It has been found that 2,6-diamidopyridine derivatives act as flavin receptors by a triple hydrogen bond towards a uracil moiety of an isoalloxazine ring in CHCl3.The association constants were determined by 1H NMR (in CDCl3) and fluorescence (in CHCl3) spectroscopies; the largest is ca. 103 mol-1 dm3.The triple hydrogen bond toward C(2)=O, N(3)-H and C(4)=O of the isoalloxazine ring was found to enhance slightly the oxidation activity in CHCl3.
- Tamura, Norio,Mitsui, Keita,Nabeshima, Tatsuya,Yano, Yumihiko
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p. 2229 - 2238
(2007/10/02)
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