- From Zn(II) to Cu(II) framework via single-crystal to single-crystal metathesis with superior gas uptake and heterogeneous catalytic properties
-
In this work, a Zn(II) framework, {[Zn2(L)4(H2O)4]·(7DMF)(7H2O)}n (1Zn), has been synthesized using a bent tetracarboxylic acid ligand (H4L). The structure of 1Zn contains [Zn2(COO)4] paddle-wheel secondary building units with axial sites occupied by water molecules. Interestingly, the isostructural Cu(II) framework {[Cu2(L)4(H2O)4]·(7DMF)(7H2O)}n (1Cu) has been obtained via single-crystal to single-crystal metathesis reaction. The activated 1Cu (denoted as a1Cu; a stands for activated) has open coordination sites. This species showed enhanced CO2 adsorption and heterogeneous catalytic properties for the Hantzsch coupling reaction involving condensation of an aldehyde with ethyl acetoacetate and ammonium acetate to produce 1,4-dihydropyridines, and three-component coupling of amines, aldehydes and alkynes to generate propargylic amines with high efficiency.
- Gupta, Mayank,De, Dinesh,Tomar, Kapil,Bharadwaj, Parimal K.
-
p. 925 - 934
(2018/08/06)
-
- Synthesis of Indole-, Benzo[ b]thiophene-, and Benzo[ b]selenophene-Based Analogues of the Resveratrol Dimers Viniferifuran and (±)-Dehydroampelopsin B
-
A convenient synthetic strategy to obtain viniferifuran and (±)-dehydroampelopsin B analogues based on the heterocyclic cores of indole, benzo[b]thiophene, and benzo[b]selenophene is presented. The key transformations utilized in the described syntheses include Sonogashira couplings, Cacchi and alkyne electrophilic cyclizations, Horner-Wadsworth-Emmons (HWE) reaction, chemoselective Suzuki-Miyaura couplings, and acid-promoted intramolecular cyclization to form the seven-membered ring of (±)-dehydroampelopsin B.
- Krzyzanowski, Adrian,Saleeb, Michael,Elofsson, Mikael
-
supporting information
p. 6650 - 6654
(2018/10/25)
-
- Multi-responsive metal-organic lantern cages in solution
-
Soluble copper-based M4L4 lantern-type metal-organic cages bearing internal amines were synthesized. The solution state integrity of the paramagnetic metal-organic cages was demonstrated using NMR, DLS, MS, and AFM spectroscopy. 1D s
- Brega, Valentina,Zeller, Matthias,He, Yufan,Peter Lu,Klosterman, Jeremy K.
-
supporting information
p. 5077 - 5080
(2015/03/30)
-
- Enantioposition-selective copper-catalyzed azide-alkyne cycloaddition for construction of chiral biaryl derivatives
-
A highly enantioposition-selective copper-catalyzed azide-alkyne cycloaddition (CuAAC) of dialkynes bearing prochiral biaryls has been developed for the construction of 1,2,3-triazoles bearing axially chiral biaryl groups in up to 76% yield and up to 99% ee.
- Osako, Takao,Uozumi, Yasuhiro
-
supporting information
p. 5866 - 5869
(2015/01/08)
-
- Convergent total syntheses of the amaryllidaceae alkaloids lycoranine A, lycoranine B, and 2-methoxypratosine
-
The title alkaloids, 1, 2, and 3 respectively, have been prepared in a convergent manner by two related routes. The superior one involves C-H functionalization of the relevant 5-methoxyindole at C-7 using Hartwig's protocol and thus forming the correspond
- Kim, Hye Sun,Banwell, Martin G.,Willis, Anthony C.
-
p. 5103 - 5109
(2013/07/05)
-
- Molecular spoked wheels: Synthesis and self-assembly studies on rigid nanoscale 2D objects
-
We present the efficient synthesis of a new molecular spoked-wheel structure (MSW-3). Two derivatives with diameters of approximately 4 nm have been prepared. By highlighting the importance of pseudo-high-dilution conditions during cyclization, we were able to access the compounds on a several hundred milligram scale. In addition to the standard characterization (NMR spectroscopy, MS), we describe a detailed investigation of the optical properties of the fluorescent MSWs by comparison with appropriate model chromophores. Furthermore, a comprehensive study of the structure in solution by means of light- and X-ray scattering experiments has been conducted. Scanning tunneling microscopy (STM) revealed the two-dimensional organization of the molecules on highly oriented pyrolytic graphite and emphasized the spoked-wheel structure. The diameter of these molecules measured by small-angle X-ray scattering is in very good agreement with that obtained from STM and matches the results of molecular modeling. This confirms the rigidifying effect of the spokes, which results in highly shape-persistent nanometer-sized oblate organic compounds. Copyright
- Aggarwal, A. Vikas,Jester, Stefan-S.,Taheri, Sara Mehdizadeh,Foerster, Stephan,Hoeger, Sigurd
-
supporting information
p. 4480 - 4495
(2013/05/23)
-
- Catalytic asymmetric pictet-spengler-type reaction for the synthesis of optically active indolo[3,4-cd][1]benzazepines
-
A new strategy has been introduced to develop a catalytic asymmetric Pictet-Spengler-type reaction by replacing the aldehyde with an imine. A range of 4-(2-aminoaryl)indoles smoothly undergo the chiral phosphoric acid catalyzed asymmetric Pictet-Spengler-
- Cheng, Dao-Juan,Wu, Hai-Bian,Tian, Shi-Kai
-
supporting information; experimental part
p. 5636 - 5639
(2011/12/02)
-
- NOVEL AMINO AZAHETEROCYCLIC CARBOXAMIDES
-
The invention provides novel substituted amino azaheterocyclic carboxamide compounds according to Formula (I), their manufacture and use for the treatment of hyperproliferative diseases, such as cancer.
- -
-
Page/Page column 215-216
(2010/09/03)
-
- 17BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1 INHIBITORS FOR THE TREATMENT OF HORMONE-RELATED DISEASES
-
The invention relates to the use of non-steroidal 17beta-hydroxysteroid dehydrogenase type 1 inhibitors for the treatment and prophylaxis of hormone-dependent, particularly estrogen-dependent, diseases.The invention further relates to suitable inhibitors and to a method for the production thereof.
- -
-
Page/Page column 12-13
(2010/08/18)
-
- Effect of structural factors and solvent nature in bromination of anilines
-
Reaction of electrophilic bromination of aniline containing various ortho, meta, and para substituents in the aromatic ring was studied. The optimal conditions for synthesis of mono-, di-, tri-, and tetrabromo derivatives of aniline and brominated analog of Aniline Black were found.
- Bagmanov
-
experimental part
p. 1570 - 1576
(2011/06/20)
-
- 2D networks of rhombic-shaped fused dehydrobenzo[12]annulenes: Structural variations under concentration control
-
A series of alkyl- and alkoxy-substituted rhombic-shaped bisDBA derivatives 1a-d, 2a, and 2b were synthesized for the purpose of the formation of porous networks at the 1,2,4-trichlorobenzene (TCB)/graphite interface. Depending on the alkyl-chain length and the solute concentration, bisDBAs exhibit five network structures, three porous structures (porous A, B, and C), and two nonporous structures (nonporous D and E), which are attributed to their rhombic core shape and the position of the substituents. BisDBAs 1a and 1b with the shorter alkyl chains favorably form a porous structure, whereas bisDBAs 1c and 1d with the longer alkyl chains are prone to form nonporous structures. However, upon dilution, nonporous structures are typically transformed into porous ones, a trend that can be understood by the effect of surface coverage, molecular density, and intermolecular interactions on the system's enthalpy. Furthermore, porous structures are stabilized by the coadsorption of solvent molecules. The most intriguing porous structure, the Kagome pattern, was formed for all compounds at least to some extent, and the size of its triangular and hexagonal pores could be tuned by the alkyl-chain length. The present study proves that the concentration control is a powerful and general tool for the construction of porous networks at the liquid-solid interface.
- Tahara, Kazukuni,Okuhata, Satoshi,Adisoejoso, Jinne,Lei, Shengbin,Fujita, Takumi,De Feyter, Steven,Tobe, Yoshito
-
supporting information; experimental part
p. 17583 - 17590
(2010/04/01)
-
- Regioselective, photochemical bromination of aromatic compounds using N-bromosuccinimide
-
Regioselective nuclear bromination of aromatic compounds is investigated with N-bromosuccinimide as the brominating agent under UV irradiation to afford the corresponding brominated compounds. The reaction proceeds at ambient temperature (30 ± 2 °C) without any catalyst. In most of the reactions, regioselectively mono-brominated products are obtained in good to high yields. The conversion and selectivity for bromination depend on the nature of the substituent on the aromatic ring.
- Chhattise, Prakash K.,Ramaswamy,Waghmode, Suresh B.
-
p. 189 - 194
(2008/03/30)
-
- Polymer-supported organotin reagents for regioselective halogenation of aromatic amines
-
(Chemical Equation Presented) Polymer-supported triorganotin halides were used in the halogenation reaction of aromatic amines. Treatment of aromatic amines with n-butyllithium and polymer-supported organotin halides gave the corresponding polymer-bound N-triorganostannylamines, which by treatment with bromine or iodine monochloride gave the para-halogenated aromatic amines with high yields and high selectivities. The polymer-supported organotin halides reagents regenerated during the course of the halogenation reaction can be reused without loss of efficiency. The presence of tin residues in halogenated aromatic amines was also investigated and evaluated at under 20 ppm after three runs.
- Chretien, Jean-Mathieu,Zammattio, Francoise,Le Grognec, Erwan,Paris, Michael,Cahingt, Blanche,Montavon, Gilles,Quintard, Jean-Paul
-
p. 2870 - 2873
(2007/10/03)
-
- Palladium-catalyzed amination and cyclization to heteroannellated indoles and carbazoles
-
New ortho-bromodiarylamines in the benzo[b]thiophene series were prepared by palladium-catalyzed amination, either in the benzene or in the thiophene ring. These were submitted to palladium-catalyzed cyclization, under different required conditions, to give several differently substituted thieno[3,2-c] or [2,3-b]carbazoles and indolo[3,2-b]benzo[b]thiophenes. This constitutes a novel synthetic route to both tetracyclic systems.
- Ferreira, Isabel C. F. R.,Queiroz, Maria-Jo?o R. P.,Kirsch, Gilbert
-
p. 3737 - 3743
(2007/10/03)
-
- An easy and efficient access to 2-bromo-4-methoxyaniline
-
2-Bromo-4-methoxyaniline was obtained by treatment of 2,6-dibromo-4-methoxyaniline with n-butyllithium.
- Cossy,Poitevin,Pardo, D. Gomez,Peglion
-
p. 3525 - 3527
(2007/10/03)
-
- Halogenation Using Quaternary Ammonium Polyhalides. VI. Bromination of Aromatic Amines by Use of Benzyltrimethylammonium Tribromide
-
The reaction of aromatic amines with benzyltrimethylammonium tribromide in dichloromethane-methanol containing calcium carbonate powder for 0.5 h at room temperature gave bromo-substituted aromatic amines in good yields.
- Kajigaeshi, Shoji,Kakinami, Takaaki,Inoue, Kazuhisa,Kondo, Manabu,Nakamura, Hiroko,et al.
-
p. 597 - 599
(2007/10/02)
-