- Spectroscopic and electrochemical studies of transition metal complexes with N,N′-bis(2-aminothiophenol)-1,7-bis(2-formylphenyl)-1,4,7- trioxaheptane and structure effects on extractability of ligand towards some divalent cations
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La(III), Cu(II), Ni(II), and Zn(II) metal complexes with a novel quadridentate Schiff base derived from 1,7-bis(2-formylphenyl)-1,4,7- trioxaheptane and 2-aminothiophenol were synthesized and characterized by microanalytical data, elemental analysis, magn
- Temel, Hamdi,Alp, Hueseyin,Ilhan, Salih,ZiyadanogullarI, Berrin,YIlmaz, Ismail
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- Formation of a four-bladed waterwheel-type chloro-bridged dicopper(ii) complex with dithiamacrocycle: Via double exo-coordination
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A combination of O3S2-macrocycles incorporating different sulfur-to-sulfur separations (S-(CH2)n-S, L1: N = 2, L2: N = 3) and copper(ii) nitrate afforded new types of both monocopper(ii) an
- Kim, Seulgi,Park, In-Hyeok,Choi, Han-Byeol,Ju, Huiyeong,Lee, Eunji,Herng, Tun Seng,Ding, Jun,Jung, Jong Hwa,Lee, Shim Sung
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supporting information
p. 1365 - 1369
(2020/02/15)
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- Synthesis and characterization of novel biological tetracoumarin derivatives bearing ether moieties
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A series of novel tetracoumarin derivatives (3a-f) were prepared using the reaction of ether functionalized dibenzaldehyde with 4-hydroxycoumarin in the presence of sodium acetate. The structure of compounds was validated by IR, NMR, and CHN analyzes. Antimicrobial (antibacterial and antifungal) activity was studied on the basis of the minimum bactericidal concentration, minimum inhibitory concentration and inhibitory zone diameter. Favorable biological activity was found in compound 3f.
- Behzadi, Soheila Asadpour,Sheikhhosseini, Enayatollah,Ahmadi, Sayed Ali,Ghazanfari, Dadkhoda,Akhgar, Mohammadreza
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- DIMER COMPOUNDS, AND USE IN BINDING TOXIC REPEATS OF RNA
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Provided herein are compounds and methods for modulating abnormal repeat expansions of gene sequences. More particularly, provided are dimeric inhibitors of RNA and the uses of such inhibitors in regulating nucleotide repeat expansions, e.g., to treat Myotonic Dystrophy Type 1 (DM1), Myotonic Dystrophy Type 2 (DM2), Fuchs dystrophy, Huntington Disease, Amyotrophic Lateral Sclerosis, or Frontotemporal Dementia.
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Paragraph 0230; 0231
(2020/07/16)
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- Synthesis of novel N,O-macrocyclic ligands, functionalized by phosphine oxide groups
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[Figure not available: see fulltext.] As a result of the implementation of two approaches, the Pudovik reaction (the reaction of macrocyclic azomethines with secondary phosphine oxides) and the Kabachnik–Fields reaction (three-component one-pot process involving dialdehydes, diamines, and secondary phosphine oxides), novel N,O-containing macrocyclic ligands with phosphine oxide groups were first obtained. The synthesized macrocycles are a kind of α-aminophosphoryl compounds that can be used in the synthesis of supramolecular systems.
- Alexandrova, Elena А.,Lotsman, Kristina А.,Lyssenko, Konstantin А.,Trishin, Yuri G.
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p. 875 - 881
(2019/11/14)
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- Exploitation of Intramolecular Glaser-Eglinton-Hay Macrocyclization for the Synthesis of New Classes of Optically Active Aza-Oxo-Thia Polyether Macrocycles from Amino Alcohol Building Blocks
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We report an intramolecular Glaser-Eglinton-Hay coupling as an unprecedented route for assembling optically active aza-oxo polyether macrocycles containing a 1,3-diyne unit from enantiopure amino alcohol building blocks and suitable linkers. Furthermore, the conversion of the 1,3-diyne unit of the aza-oxo polyether macrocycles into a thiophene ring led to the assembly of new classes of optically active aza-oxa-thia (heterotopic) polyether macrocycle analogues of classical 18-C-6 and 18-C-5 systems.
- Babu, Srinivasarao Arulananda
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supporting information
p. 253 - 259
(2017/01/25)
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- An entry into new classes of optically active aza-oxo polyether macrocycles via the ring closing metathesis-based macrocyclization
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We report the application of ring closing metathesis-based macrocyclization route for synthesizing 22–36 membered optically active aza-oxo crowns/polyether macrocycles. While the RCM-based synthesis of polyether macrocycles was well explored in the literature, the synthesis of optically active polyether macrocycles was not explored via the RCM reaction. Accordingly, the present method reveals an efficient assembling of a library of new classes of optically active aza-oxo polyether macrocycles from optically active RCM precursors, which were assembled from easily available linkers, chiral α-methylbenzylamine and amino alcohol building blocks under simple reaction conditions.
- Naveen,Babu, Srinivasarao Arulananda
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supporting information
p. 5690 - 5694
(2016/11/28)
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- Ring-closing metathesis reaction-based synthesis of new classes of polyether macrocyclic systems
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Ring closing metathesis (RCM) reactions of suitable substrates having terminal olefins, which are assembled from various linkers and hydroxy benzaldehydes and syntheses of a wide range of 16-30 membered, new crown ether-type polyether, aza-polyether, bis aza-polyether macrocycles and dilactone moiety embedded polyether macrocycles (macrolides) are reported. After the ring-closure reaction, installation of different functional groups and functional group modification on the periphery of the synthesized polyether/crown ether macrocycles obtained in the RCM reactions are accomplished using the epoxidation, oxidation and catalytic hydrogenation-based synthetic transformations. Along this line, the syntheses of a variety of polyether macrocycles possessing epoxide or α-hydroxy ketone or 1,2-diol functionalities at the periphery have been shown. Furthermore, the synthesized α-hydroxy ketone functionality installed polyether macrocycles were subjected to the allylation and Reformatsky type reactions to obtain homoallyl alcohol moiety-based and lactone ring-appended polyether macrocycles.
- Naveen,Babu, Srinivasarao Arulananda
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supporting information
p. 7758 - 7781
(2015/09/08)
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- Efficient synthesis of novel benzylidene barbituric and thiobarbituric acid derivatives containing ethyleneglycol spacers
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Knoevenagel condensation reaction of ethylene glycol-based aromatic aldehyde with barbituric acid derivatives in ethanol produced novel benzylidene barbituric and thiobarbituric acid derivatives which contain good yields of ethylene glycol spacers. Structures of the products were deduced from their IR, 1H-NMR, and 13C-NMR spectroscopy and mass spectra.
- Faryabi, Malihe,Sheikhhosseini, Enayatollah
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p. 427 - 432
(2015/02/05)
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- Application of Bayer-Villiger reaction to the synthesis of dibenzo-18-crown-6, dibenzo-21-crown-7 and dihydroxydibenzo-18-crown-6
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Dibenzo-18-crown-6, dibenzo-21-crown-7 and dihydroxy dibenzo-18-crown-6 were synthesized by Bayer-Villiger oxidation strategy. Dibenzo-18-crown-6 and dibenzo-21-crown-7 could be synthesized through a three-step protocol starting from salicylaldehyde. Salicylaldehyde was reacted with bis-(2-chloroethyl)ether using K2CO3 in acetonitrile to link the two phenolic groups with the oxyethylene bridge followed by conversion of the formyl group to the hydroxy group via a Baeyer-Villiger reaction and finally linking the two phenolic group with appropriate oxyethylene bridge. The two target crown ethers were obtained in overall yield, 24% and 30%, respectively. This method has a great potential for synthesis of symmetrical as well as unsymmetrical dibenzo crowns with varying oxyethylene bridges. Baeyer-Villiger oxidation could be used to prepare dihydroxy derivative of dibenzo-18-crown-6 through acetylation of dibenzo-18-crown-6 followed by Baeyer-Villiger oxidation. The Baeyer-Villiger oxidation could be substantially accelerated using trifluoroacetic acid.
- Utekar, Druman R.,Samant, Shriniwas D.
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p. 193 - 197
(2014/05/06)
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- A ditopic O4S2 macrocycle and its hard, soft, and hard/soft metal complexes exhibiting endo-, exo-, or endo/exocyclic coordination: Synthesis, crystal structures, NMR titration, and physical properties
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A 20-membered O4S2 macrocycle (L2) was synthesized as a ditopic ligating system toward hard and soft metal ions simultaneously. Five complexes (3-7) of L2 with different structures and coordination modes, includ
- Ryu, Hyunsoo,Park, Ki-Min,Ikeda, Mari,Habata, Yoichi,Lee, Shim Sung
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p. 4029 - 4038
(2014/05/06)
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- The effect of the molecular structures of dicyanomethylene compounds on their supramolecular assembly, photophysical and electrochemical properties
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Two series of flexible dicyanomethylene compounds, specifically, class 1 and class 2 compounds, have been designed and synthesised. In class 1 compounds, the dicyanomethylene groups are separated by glycol chain spacers of different lengths, whereas, in class 2 compounds, the spacers are alkyl linkers of different lengths. The notion underlying the design of these compounds is that in class 1 molecules, the spacers contain donor oxygen atoms that could not only form hydrogen bonds during the course of crystal packing but also promote withdrawing effects that modify the photophysical and electrochemical properties of these molecules in solution; in contrast, these effects would be absent for class 2 molecules. However, this study revealed that, with respect to crystal packing, the size of the spacers and their even and odd numbers of atoms are more important than their chemical nature. All of the synthesised compounds exhibited blue emission in the solid state and in CH2Cl2 solutions. The photophysical and electrochemical properties of these compounds in solution were not significantly affected by the type and length of the spacer that was used in each molecule. In the solid state, however, the compound with the shortest spacer showed the highest Stokes shift. The electronic transitions for the synthesized compounds in solution were explained by density functional theory and time-dependent density functional theory calculations, which indicated that the methylene moieties control the properties of both classes of compounds and that the spacers do not conjugate with the end groups. These two series of flexible dicyanomethylene compounds could be utilised as molecular building blocks for the development of new solids with novel properties. the Owner Societies 2013.
- Matos, Catiucia R. M. O.,Miranda, Fabio S.,Carneiro, Jose W. De M.,Pinheiro, Carlos B.,Ronconi, Celia M.
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p. 13013 - 13023
(2013/08/23)
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- Synthesis, extraction and antibacterial studies of some new bis-1,2,4-triazole derivatives part II
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The treatment of 4-amino-3,5-diphenyl-4H-1,2,4-triazole 3 with various bis-aldehydes resulted in the formation of bis-4-arylidenamino-3,5-diphenyl-4H- 1,2,4-triazoles (4a-d) derivatives. NaBH4 reduction of 4-arylidenamino derivatives of 1,2,4-t
- Guemruekcueoglu, Nurhan,Ugras, Serpil,Ugras, Halil Ibrahim,Cakir, Uemit
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scheme or table
p. 359 - 367
(2012/10/07)
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- Synthesis, structural characterization and metal inclusion properties of 18-, 20- and 22-membered oxaazacyclophanes and oxaazacalix[4]arene analogues: Macrocyclic amine and schiff base receptors with variable NxO y donor sets
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A series of oxaazacyclophanes and oxaazacalix[4]arene analogues with 18-, 20- and 22-membered rings have been synthesized from diamine and dialdehyde building blocks and structurally characterized by spectroscopic methods. One diamine precursor and four macrocycles have additionally been analysed by single-crystal X-ray diffraction. Two of the oxaazacalix[4]arene analogues were employed for metal ion complexation studies based on UV/Vis absorption spectroscopy, showing both compounds to be able to form complexes with Cu 2+ and Zn2+. Copyright
- Moreno-Corral, Ramon,Hoepfl, Herbert,MacHi-Lara, Lorena,Lara, Karen O.
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experimental part
p. 2148 - 2162
(2011/05/09)
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- Synthesis and spectral studies of macrocyclic Pb(II), Zn(II) and La(III) complexes by template reaction of 1,4-bis(3-aminopropoxy)butane with metal nitrate and salicylaldehyde derivatives
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Six new macrocyclic complexes are synthesised by template reaction of 1,4-bis(3-aminopropoxy)butane with metal nitrate and 1,7-bis(2-formylphenyl)-1, 4,7-trioxaheptane or 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane and their structures are proposed on the basis of elemental analysis, FT-IR, UV-Vis, molar conductivity measurements, 1H NMR and mass spectra. The complexes are 1:2 electrolytes for Pb(II),Zn(II) complexes and 1:3 electrolytes for La(III) as shown by their molar conductivities (Am) in DMSO at 1003 mol L-1. The confi gurations of La(III) and Zn(II) complexes are proposed to probably octahedral.
- Ilhan, Salih
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experimental part
p. 1 - 4
(2010/05/19)
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- Efficient synthesis of novel 1,2,4-triazole fused acyclic and 21-28 membered macrocyclic and/or lariat macrocyclic oxaazathia crown compounds with potential antimicrobial activity
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Versatile simple efficient routes with good to excellent yields towards different functionalized 1,ω-bis(1,2,4-triazoles), 21-28 membered 1,2,4-triazole fused macrocyclic and/or lariat macrocyclic oxaazathia crown Schiff bases and/or amines have been investigated. Antimicrobial screening of some selected compounds revealed different inhibitory effects against Aspergillus fumigatus RCMB 002008 (1), Penicillium italicum RCMB 001018 (1), Syncephalastrum racemosum RCMB 016001 Candida albicans RCMB 005003, Staphylococcus aureus RCMB 106-001 (1), Pseudomonas aeruginosa RCMB 102-002, Bacillus subtilis RCMB 101-001 and Escherichia coli RCMB 103-001.
- Khalil, Nasser S.A.M.
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experimental part
p. 5265 - 5277
(2011/01/04)
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- Synthesis, characterization and mass spectral studies on acrocyclic schiff base complexes of Pb(II), Zn(II) and La(III)
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Six new macrocyclic complexes were synthesized by template reaction of (±)-1,4-bis(3-aminopropoxy)butane with metal(II) nitrate and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane or 1,7-bis(2-formylphenyl)-1,4, 7-trioxaheptane and their structures were proposed on the basis of elemental analysis, FT-IR, UV-Vis, molar conductivity measurements, 1H NMR and mass spectra. The metals to ligand molar ratios of the complexes were found to be 1: 1. The complexes are 1: 2 electrolytes for Pb(II) and Zn(II) complexes and 1: 3 electrolytes for La(III) as shown by their molar conductivities (Λm) in DMSO at 10-3 mol L-1. Due to the existence of free ions in these complexes, such complexes are electrically conductive. The configurations of La(III) and Zn(II) complexes were proposed to probably octahedral.
- ?lhan, Salih
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scheme or table
p. 583 - 593
(2010/08/08)
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- Synthesis and characterisation of schiff base macrocyclic Pb(II), zn(ii), Cd(II) and La(III) complexes by template reaction of (±)-trans-1,2- diaminocyclohexane with metal nitrates and salicylaldehyde derivatives
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Eight macrocyclic complexes have been synthesised by template reaction of (±)-trans-1,2-diaminocyclohexane with metal nitrates and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane or 1,7-bis(2-formylphenyl)-1,4, 7-trioxaheptane, and their structures are proposed on the basis of elemental analysis, FT-IR, UV-Vis, molar conductivity measurements, 1H The complexes NMR and mass spectra. The metal-to-ligand molar ratios are 1:1 in the complexes, which are 1:2 electrolytes for Pb(II), Cd(II) and Zn(II) and 1:3 electrolytes for La(III).
- Ilhan, Salih
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scheme or table
p. 766 - 769
(2010/03/03)
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- Synthesis of new dihydroxy-dioxygenated ortho-[2,x]cyclophanes
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The synthesis of title compounds (1a-f) by intramolecular reductive coupling is presented. The reaction is carried out in water solution, in the presence of Zn or Al powder, in basic media.
- Simion, Cristian,Simion, Alina,Mitoma, Yoshiharu,Nagashima, Satoko,Kawaji, Takatoshi,Hashimoto, Iwao,Tashiro, Masashi
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p. 2459 - 2470
(2007/10/03)
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- PHOSPHORUS-CONTAINING PODANDS. XII. EFFECT OF ALKYL AND PHENYL SUBSTITUENTS ON THE PHOSPHORUS ATOM ON THE COMPLEXING POWER OF NEUTRAL MONOPODANDS. "ANOMALOUS ALKYL EFFECT"
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The stability constants of M+L complexes with monopodands o-RC6H4O(CH2CH2O)nC6H4R-o were determined by conductometry in the mixed solvent THF-CHCl3 (4:1, v/v) at 25 deg C.The results obtained were compared with data for previously studied monopodands with a similar structure but with phenyl substituents at the phosphorus.An anomalous phenomenon, viz., influence of terminal alkyl groups on the efficiency of monopodands ("anomalous alkyl effect"), was observed, which consists of a noticeable, and sometimes dramatic, decrease in the stability constants upon replacement of electron-acceptor substituents at the phosphorus by electron-donor alkyl groups, which contradicts the expected dependence of the complexing power of unidentate phosphoryl compunds on their structure.Procedures for synthesizing monopodands, fragments of their terminal groups, and some initial compounds are described.
- Evreinov, V. I.,Baulin, V. E.,Vostroknutova, Z. N.,Safronova, Z. V.,Bondarenko, N. A.,Tsvetkov, E. N.
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p. 190 - 197
(2007/10/03)
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- Syntheses and Structures of Stilbene Cycles. 2. Low-Valent Titanium-Induced Ring Closures of Aromatic Bis(carbonyls)
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Low-valent titanium-induced reductive coupling has been used to prepare stilbene cycles.Bis(carbonyl) ethers, 1h-3h and 1m-3m, have been prepared from the reactions of salicylaldehyde (h) and 2-hydroxyacetophenone (m) with diethylene glycol ditosylate (1)
- Tirado-Rives, Julian,Oliver, Michael A.,Fronczek, Frank R.,Gandour, Richard D.
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p. 1627 - 1634
(2007/10/02)
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- SYNTHESES AND STRUCTURE OF STILBENE COWNS.
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Syntheses of E- and Z(a,e)-dibenzo-7,10,13-trioxacyclotrideca-1,3,5-triene, 1 (n=1) and E- and Z-(a,e)-dibenzo-7,10,13,16-tetraoxacyclohexadeca-1,3,5-triene, 1 (n=2) are described and X-ray structure of E-1 (n=1) is reported.
- Tirado-Rives, Julian,Gandour, Richard David,Fronczek, Frank Rolf
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p. 1639 - 1642
(2007/10/02)
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