Heterocyclic polycatenar liquid crystals

We report the synthesis of polycatenar liquid crystals incorporating 2,5‐disubstituted 1 O’Neill, M. and Kelly, S. M. 2003. Adv. Mater., 15: 1135[Crossref], [Web of Science ®] , [Google Scholar] 3 Catry, C., van der Auweraer, M., de Schryver, F. C., Bengs, H., Häussling, K., Karthaus, O. and Ringsdorf, H. 1993. Makromol. Chem., 194: 2985[Crossref] , [Google Scholar] 4 Adam, D., Schumacher, P., Simmerer, J., Häussling, K., Siemensmeier, K., Etzbach, K. H., Ringsdorf, H. and Haarer, D. 1994. Nature., 371: 141[Crossref], [Web of Science ®] , [Google Scholar]‐oxadiazole and 1 O’Neill, M. and Kelly, S. M. 2003. Adv. Mater., 15: 1135[Crossref], [Web of Science ®] , [Google Scholar] 3 Catry, C., van der Auweraer, M., de Schryver, F. C., Bengs, H., Häussling, K., Karthaus, O. and Ringsdorf, H. 1993. Makromol. Chem., 194: 2985[Crossref] , [Google Scholar] 4 Adam, D., Schumacher, P., Simmerer, J., Häussling, K., Siemensmeier, K., Etzbach, K. H., Ringsdorf, H. and Haarer, D. 1994. Nature., 371: 141[Crossref], [Web of Science ®] , [Google Scholar]‐thiadiazole rings joined by a combination of carbon–carbon single and double bonds (–CH = CH–). The ratio of the aromatic core to the aliphatic chains was varied systematically by changing the number of the aliphatic chains, from two to six, and their length, from short to very long, i.e. from methoxy to hexadecyloxy. The shape anisotropy of the core was varied by exchanging the oxygen atom in the 1 O’Neill, M. and Kelly, S. M. 2003. Adv. Mater., 15: 1135[Crossref], [Web of Science ®] , [Google Scholar] 3 Catry, C., van der Auweraer, M., de Schryver, F. C., Bengs, H., Häussling, K., Karthaus, O. and Ringsdorf, H. 1993. Makromol. Chem., 194: 2985[Crossref] , [Google Scholar] 4 Adam, D., Schumacher, P., Simmerer, J., Häussling, K., Siemensmeier, K., Etzbach, K. H., Ringsdorf, H. and Haarer, D. 1994. Nature., 371: 141[Crossref], [Web of Science ®] , [Google Scholar]‐oxadiazole for a sulfur atom to form the corresponding 1 O’Neill, M. and Kelly, S. M. 2003. Adv. Mater., 15: 1135[Crossref], [Web of Science ®] , [Google Scholar] 3 Catry, C., van der Auweraer, M., de Schryver, F. C., Bengs, H., Häussling, K., Karthaus, O. and Ringsdorf, H. 1993. Makromol. Chem., 194: 2985[Crossref] , [Google Scholar] 4 Adam, D., Schumacher, P., Simmerer, J., Häussling, K., Siemensmeier, K., Etzbach, K. H., Ringsdorf, H. and Haarer, D. 1994. Nature., 371: 141[Crossref], [Web of Science ®] , [Google Scholar]‐thiadiazole ring with a smaller deviation from coaxiality of the bonds in the 2,5‐positions. The shape anisotropy of the core was increased by the presence of an additional phenylenevinylene unit in a series of tetracatenar oxadiazoles. We report the synthesis, physical properties and polymerization of a polycatenar reactive mesogen in a columnar phase to form a polycatenar polymer network.     

Three-component reactions of phosphorus ylides,thiophenols, and acetyl chloride for the synthesis of (β-thioacrylates)

The facile synthesis of β-thioacrylates has been realized via direct three-component reactions of thiophenols, Wittig reagents, and acetyl chloride. Under transition metal-free conditions, a class of β-thioacrylates have been synthesized with fair to excellent yields via cascade C=C double bond and C(sp² Kano, T.; Shirozu, F.; Akakura, M.; Maruoka, K. J. Am. Chem. Soc. 2012, 134, 16068-16073.[Crossref], [PubMed], [Web of Science ®] , [Google Scholar])-S bond formation.     

Bivalent Organophosphorus Compounds—Synthesis and Acetylcholinesterase Inhibitory Activity

Abstract

A series of novel symmetric S,S′-2,2′-(ethane-1,2-diylbis(azanediyl)) bis(2-oxoethane-2,1-diyl) O,O,O′,O′-tetraethyl diphosphorodithioate derivatives (12) was designed and synthesized based on the cluster effect and the multiple binding sites of acetylcholinesterase (AChE). The structures of all the newly synthesized title compounds were characterized by ¹ Choi, S. K. Synthetic Multivalent Molecules: Concepts and Biomedical Application, 20–21. New Jersey: John Wiley & Sons, Inc. 2004, chapter 1 [Google Scholar]H and ¹³ Tang, H., Zhao, L. Z., Zhao, H. T., Huang, S. L., Zhong, S. M., Qin, J. K., Chen, Z. F., Huang, Z. S. and Liang, H. 2011. Euro. J. Med. Chem., 46: 4970–4979. [Crossref], [PubMed], [Web of Science ®] , [Google Scholar]C NMR as well as elemental analyses. Their inhibitory activities against AChE were tested, and compound 12b exhibited the best activity (6.60-fold higher than ethion). The results suggested that the compound would bind to the catalytic center and the narrow gorge of the AChE simultaneously.

Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional table.     

Synthesis of Some N1-(3-Hydroxy-2-pyridyl)benzamides

Benzoxazoles are of special interest because of having various types of biological properties such as antihistaminic, antihelmintic antifungal and antibacterial activities. ¹ Hisano, T., Ichikawa, M., Tsumoto, K. and Tasaki, M. 1982. Chem. Pharm. Bull, 30: 2996 [CSA][Crossref], [Web of Science ®] , [Google Scholar], ² Prudhomme, M., Guyot, J. and Jeminet, G. 1986. J. Antibiotics, 39: 934 [CSA][Crossref], [PubMed], [Web of Science ®] , [Google Scholar], ³ Ersan, S., Nacak, S., Berkem, R. and Özden, T. 1997. Arzneim. Forsch, 47: 963 [CSA][PubMed], [Web of Science ®] , [Google Scholar], ⁴ Sener, E., Yalc?n, ?., Temeiz, Ö., Ören, ?., Ak?n, A. and Ucartürk, N. 1997. Farmaco, 52: 99 [CSA][PubMed] , [Google Scholar], ⁵ Ören, ?., Temiz, Ö., Yalc?n, ?., Sener, E., Ak?n and Ucartürk, N. 1997. Forsch, 47: 1393 [CSA] [Google Scholar], ⁶ Temiz, Ö., Ören, ?., Sener, E., Yalc?n, ?. and Ucartürk, N. 1998. Farmaco, 53: 337 [CSA][CROSSREF][Crossref], [PubMed] , [Google Scholar], ⁷ Yalc?n, ?., Ören, ?., Sener, E., Ak?n, A. and Ucartürk, N. 1992. J. Med. Chem, 27: 401 [CSA][CROSSREF][Crossref], [Web of Science ®] , [Google Scholar], ⁸ Temiz, Ö., Ören, ?. and Altanlar, N. 2002. Farmaco, 57: 175 [CSA][CROSSREF][Crossref], [PubMed] , [Google Scholar], ⁹ Sener, E., Temeiz, Ö., Yalc?n, ?. and Altanlar, N. 2000. Farmaco, 55: 397 [CSA][CROSSREF][Crossref], [PubMed] , [Google Scholar], ¹⁰ Ören, ?., Temiz, Ö., Yalc?n, ?., Sener, E. and Altanlar, N. 1998. Eur. J. Pharm. Sci., 7: 153 [CSA][Crossref], [Web of Science ®] , [Google Scholar] Benzamide derivatives, as the possible metabolites of benzoxazoles, show various types of biological activities. ¹¹ Sener, E., Bingöl, K., Ören, ?., Arpac?, Ö., Yalc?n, K. ?. and Altanlar, N. 2000. Farmaco, 55: 469 [CSA][CROSSREF][Crossref], [PubMed] , [Google Scholar], ¹² Sener, E., Yalc?n, K. ?. and Altanlar, N. 2002. Farmaco, 57: 451 [CSA][CROSSREF][Crossref], [PubMed] , [Google Scholar] Some N-(2-hydroxyphenyl)- benzamides, which showed significant activity compared to phenylacetamides and furamides,11 have been synthesized by treating 2-aminophenol with carboxylic acid chlorides under weak basic solution. ¹¹ Sener, E., Bingöl, K., Ören, ?., Arpac?, Ö., Yalc?n, K. ?. and Altanlar, N. 2000. Farmaco, 55: 469 [CSA][CROSSREF][Crossref], [PubMed] , [Google Scholar], ¹² Sener, E., Yalc?n, K. ?. and Altanlar, N. 2002. Farmaco, 57: 451 [CSA][CROSSREF][Crossref], [PubMed] , [Google Scholar] However, synthesis and especially biological activity of N-(3-hydroxy-2-pyridyl)benzamides were not studied well. Owing to the versatility of benzamides we have extended the reaction of 2-amino-3-pyridinol with different carboxylic acid chlorides in order to preparation of some new benzamide derivatives containing a hydroxypyridyl ring.     

Synthesis,spectroscopy, electrochemistry,and molecular structure of tetrakis{(E)-2-((pyridin-2-ylimino)methyl)phenolato}(hydroxido)0.5(nitrato)1.5-tetracopper(II) nitrate hydroxide

Abstract

Reaction between (E)-2-((pyridin-2-ylimino)methyl)phenol (HL) and copper(II) nitrate provides tetrakis{(E)-2-((pyridin-2-ylimino)methyl)phenolato}(hydroxido)_0.5(nitrato)_1.5-tetracopper(II) nitrate hydroxide, [(CuL)₄(NO₃)_1.5(OH)_0.5](NO₃)(OH) (1 (a) J. Miao, Z. Zhao, H. Chen, D. Wang, Y. Nie. Acta Cryst., E65, m904 (2009); (b) A. Castineiras, J.A. Castro, M.L. Duran, J.A. Garcia-Vazquez, A. Macias, J. Romero, A. Sousa. Polyhedron, 8, 2543 (1989); (c) I.S. Vasil'chenko, A.S. Antsyshkina, D.A. Garnovskii, G.G. Sadikov, M.A. Porai-Koshits, S.G. Sigeikin, A.D. Garnovskii. Koord. Khimiya, 20, 824 (1994).[Crossref], [Web of Science ®] , [Google Scholar], [Google Scholar], [Google Scholar]). ESI-mass spectra show the ion peaks for the dinuclear species at m/z 565 for [(CuL)₂(HCO₂)]⁺ and 521 for [(CuL)₂+H]⁺ and the mononuclear species at m/z 260 for [(CuL)]⁺. Vibrational spectra show very strong bands at 1604/1546?cm^?1 for ν(C?=?N/C?=?C) and at 1384, 1351?cm^?1 for ν(NO₃^–). Cyclic voltammograms demonstrate an irreversible redox processes for the Cu(II)/Cu(I) and Cu(I)/Cu(0) couples in acetonitrile. X-ray molecular structure determination explores the formation of a cationic tetranuclear copper(II)-complex, in which a deprotonated ligand molecule chelates to one copper ion with the phenolate-O and imino-N atoms. In addition, a phenolate-O atom bridges between two neighboring copper ions and a pyridine-N atom coordinates to a third copper ion, so that each ligand bridges among three copper ions in a κ²N,O:κO:κN' coordination sphere. Thus, the four copper ions and four chelating-bridging ligands assemble primarily into a cationic [(CuL)₄]⁴⁺ complex. The two copper ions are further coordinated by either a nitrate anion (75% occupancy) or a hydroxide anion (25% occupancy) and form the core of a tetranuclear [(CuL)₄(NO₃)_1.5(OH)_0.5]²⁺ cation.     

Metallocenes with Cp Ring-Fused to Chalcogen Heterocycles: Synthesis and Polymerization Results

Abstract

Substituted metallocene ligands containing cyclopentadiene ring fused to either selenophene or benzo[b]tellurophene were prepared following methods previously developed for analogs containing sulfur. 5-Methyl-4,5-dihydro-cyclopenta[b]-selenophen-6-one ( 2 ) and 3-Methyl-3,4-dihydro-benzo[b]cyclopenta[d]telluraphen-2-one ( 7 ) (major isomers) were prepared by polyphosphoric acid catalyzed Friedel-Crafts acylation/Nazarov cyclization of methacrylic acid onto selenophene and respectively benzo[b]tellurophene. Following reduction of the ketone to alcohol, then dehydration, the chalcogen-containing cyclopentadiene olefins were prepared. The olefins were deprotonated with n-butyllithium followed by either bridging with dichlorodimethylsilane, deprotonation and metallation, or deprotonation and direct metallation. In this manner, isomeric mixtures of –rac/-meso dimethylsilanediylbis(η⁵-5-Methyl-cyclopenta[b]selenophen-yl)zirconium dichloride ( 5 ) Bis(η^5?2-methyl-cyclopenta[b][1 Brintzinger, H. H., Fischer, D., Mülhaupt, R., Rieger, B. and Waymouth, R. 1995. Angew. Chem., 107: 1255[Crossref] , [Google Scholar]]benzotelluraphen-yl)zirconium dichloride ( 9 ) were prepared and characterized. Complexes formed active olefin polymerization catalyst when activated with methylalumoxane. Polymerization results with ethylene and propylene are included.     

Synthesis of New α-Heterocyclic α-Aminophosphonates

α-heterocyclic α-aminophosphonates were obtained in good yields by N-of several nitrogen heterocycles with α-azido-α-aminophosphonate 1. ¹ Elachqar, A., El Hallaoui, A., Roumestant, M. L. and Viallefont, Ph. 1994. Synthetic Comm, 24: 1279 [CSA][Taylor & Francis Online], [Web of Science ®] , [Google Scholar]     

Host (nanopores of zeolite-Y)/guest (Co(II)-azamacrocyclic complexes) nanocomposite materials: synthesis,characterization and catalytic epoxidation of styrene with molecular oxygen

A series of Co(II) azamacrocyclic complexes, 12 Brunel, D, Bellocq, N, Sutra, P, Cauvel, A, Lasperas, M, Moreau, P, Di Renzo, F, Galarneau, A and Fajula, F. 1998. Coord. Chem. Rev., 178–180: 1085[Crossref], [Web of Science ®] , [Google Scholar]aneN₄, 14 De Vos, DE, Dams, M, Sels, BF and Jacobs, PA. 2002. Chem. Rev., 102: 3615[Crossref], [PubMed], [Web of Science ®] , [Google Scholar]aneN₄, Bzo₂ 12 Brunel, D, Bellocq, N, Sutra, P, Cauvel, A, Lasperas, M, Moreau, P, Di Renzo, F, Galarneau, A and Fajula, F. 1998. Coord. Chem. Rev., 178–180: 1085[Crossref], [Web of Science ®] , [Google Scholar]aneN₄ and Bzo₂ 14 De Vos, DE, Dams, M, Sels, BF and Jacobs, PA. 2002. Chem. Rev., 102: 3615[Crossref], [PubMed], [Web of Science ®] , [Google Scholar]aneN₄, have been encapsulated in the nanocavity of zeolite-Y by a one pot template condensation reaction. Co(II) complexes with azamacrocyclic ligands were entrapped in the nanocavity of zeolite-Y by a two-step process in the liquid phase: (i) adsorption of [bis(diamine)cobalt(II)], [Co(N–N)₂]-NaY, in the supercages of the zeolite, and (ii) in situ condensation of the cobalt(II) precursor complex with diethyloxalate. The new host/guest nanocomposite materials (HGNM) have been characterized by FTIR, DRS and UV-Vis spectroscopic techniques, XRD and elemental analysis, as well as nitrogen adsorption. These complexes (neat and HGNM) were used for epoxidation of styrene with O₂ as oxidant in different solvents. Electronic spectra of the reaction mixture indicated oxidation proceeds through a free radical mechanism.     

Synthesis,Structural, and Antibacterial Studies of Some Transition Metal Complexes Derived from Thiosemicarbazone and Semicarbazone

A series of metal complexes of Pd(II), Pt(II), Rh(III), Ir(III), and Ru(III) with thiosemicarbazone and semicarbazone of 2-acetyl thiophene have been synthesized. Their structures were determined on the basis of elemental analyses; molar conductance; magnetic susceptibility measurements; and IR, ¹ H NMR, and electronic spectral studies. On the basis of molar conductance, the complexes may be formulated as [M(L)₂]Cl₂ and [M′(L)₂Cl₂]Cl [where M = Pd(II), Pt(II) and M′ = Rh(III), Ir(III), and Ru(III)] due to their 1:2 and 1:1 electrolytic nature. On the basis of IR, ¹ West, D. X., Liberta, A. E., Padhye, S. B., Chikate, R. C., Sonawane, P. B. V., Kumbhar, A. S. and Yerande, R. G. 1993. Coord. Chem. Rev., 123: 49[Crossref], [Web of Science ®] , [Google Scholar]H NMR, and electronic spectral studies, an octahedral geometry has been assigned for Rh(III), Ir(III), and Ru(III), while square planar geometry has been assigned for the Pd(II) and Pt(II) complexes. The synthesized ligands and their complexes have been screened for bactericidal activity against several bacterial species (i.e., B. macerans, A. aureus, E. coli), and it is shown that the metal complexes act as more active antimicrobial agents than the uncomplexed ligands from which they derive.     

[2]Benzothiophene bent-shaped liquid crystals

New liquid crystalline (LC) compounds containing the [2 Weissflog, W., Nádasi, H., Dunemann, U., Pelzl, G., Diele, S., Eremin, A. and Kresse, H. 2001. J. Mater. Chem., 11: 2748–2758. [Crossref], [Web of Science ®] , [Google Scholar]]benzothiophene chromophore unit have been synthesised and their mesomorphic properties studied. Mesomorphic and fluorescent properties have been modified by various chemical moieties. Among others, terminal fluoroalkyl and/or chiral chains were introduced to stabilise mesophases and support the formation of polar phases. In spite of the bent shape due to the central 1,3-diphenylbenzo[c]thiophene unit, all compounds exhibit phases typical for the rod-like LC: nematic, smectic A and smectic C or their chiral analogues using the chiral (S)-C₂H₅CH(CH₃)(CH₂)₆CO or (S)-C₁₀H₂₁OCH(CH₃)CO chain. The orientational order in the nematic phase was studied by polarised infrared measurements. The fluorescent properties of the studied compounds have been measured and their parameters established.     

Synthesis of Functionalized Tetrahydrofurans from Hydroxy Sulfinyl Dienes

Hydroxy sulfinyl dienes yielded functionalized tetrahydrofurans through nucleophilic and metal-catalyzed epoxidations.[1] Fernández de la Pradilla, R., Manzano, P., Montero, C., Priego, J., Martínez-Ripoll, M. and Martínez-Cruz, L. A. 2003. J. Org. Chem., 68: 7755–7767.  [Google Scholar] Effective oxirane cleavage has been achieved in these systems and a formal synthesis of (?)-Kumausallene is reported.     

6-Iodo-2-isopropyl-4H-3,1-benzoxazin-4-one as building block in heterocyclic synthesis

As a part of ongoing studies in the synthesis of a variety of heterocycles of biological importance, we report here an efficient and convenient method for the synthesis of novel compounds from 6-iodo-2-isopropyl-4H-3,1-benzoxazin-4-one 1 as building block. The reaction of benzoxazinone 1 with various reagents such as diethylmalonate, sodium azide, and phosphorus pentasulfide yielded the compounds 2–5. The behavior of benzothiazin-4-thione 5 toward formamide and hydrazine hydrate was investigated, forming the compounds 6 and 7. The reaction of quinazolinone derivative 8 with β-D-glucose pentaacetate, ethyl 2-methyl-5-((1S,2R,3R)-1,2,3,4-tetrahydroxybutyl)furan-3-carboxylate, epichlorohydrin and benzenesulphonyl chloride afforded quinazolinone derivatives 9, 10, 12, and 13 respectively. The reaction of quinazolinone derivative 10 with acetic anhydride resulted in formation of the acylated compound 11. The behavior of quinazolinylacetohydrazide derivative 14 toward carbon electrophiles^[16 El-Hashash, M. A.; El-Naggar, A. M.; El-Bordany, E. A.; Marzouk, M. I.; Nawar, T. M. S. Regioselectivity and regiospecificity of benzoxazinone (2-isopropyl4H-3,1-benzoxazinone) derivatives toward nitrogen nucleophiles and evaluation of antimicrobial activity. Synth. Commun. 2016, 46(14), 1230–1241.[Taylor & Francis Online], [Web of Science ®] , [Google Scholar]^] has been investigated by its reaction with ethyl benzoylacetate, potassium thiocyanate, and phenyl isothiocyanate, affording the quinazolinone derivatives 15, 16, and 18, respectively. Treatment of compound 16 with sodium hydroxide followed by hydrochloric acid yielded the mercapto-triazole derivative 17. The structures of the newly synthesized compounds were confirmed by elemental analysis, infrared (IR), ¹H NMR, ¹³C NMR, and mass spectra. The antimicrobial activities of some of the synthesized compounds were preliminarily evaluated.     

Synthesis and Characterization of a New Dioxime and Its Heterotrinuclear BF2 + Capped Complexes

ω‐Isonitrosoacetophenone 1 Uçan, H. ? and Mirzao?lu, R. 1990. Synth. React. Inorg. Met.‐Org. Chem., 20: 437[Taylor & Francis Online], [Web of Science ®] , [Google Scholar], phenylglyoxime 2 Burakevich, J. V., Lore, A. M. and Volpp, G. P. 1971. J. Org. Chem., 36: 1[Crossref], [Web of Science ®] , [Google Scholar], chlorophenylglyoxime 1 Uçan, H. ? and Mirzao?lu, R. 1990. Synth. React. Inorg. Met.‐Org. Chem., 20: 437[Taylor & Francis Online], [Web of Science ®] , [Google Scholar], dopaminophenylglyoxime 3 Uysal, ?., Co?kun, A., Koç, Z. E., Uçan, M. and Uçan, H. ?. 2007. R. J. Coord. Chem., 33: 351–357. [Crossref] , [Google Scholar] and [(salen/saloph)Fe]₂O 4 Kopel, P., Sindelar, Z. and Klicka, R. 1998. Trans. Met. Chem., 23: 139[Web of Science ®] , [Google Scholar] have been synthesized as described in the literature procedure. [Fe(III)(salen/saloph)dopaminophenylglyoxime)] (starting complexes) have been synthesized from dopaminophenylglyoxime and tetradentate schiff bases which contain dinuclear Fe(III) oxygen‐bridges N,N′‐bis(salicylidene)ethylenediamine (salenH₂) and bis(salicylidene)‐o‐phenylenediamine (salophH₂). The new heterotrinuclear complexes have been obtained from starting complexes and Co(II), Ni(II), Cu(II) salts. Then, heterotrinuclear vic‐dioxime complexes containing BF₂ ⁺ capped have been synthesized. The complexes have been characterized as low‐spin distorted octahedral Fe(III) bridged by o‐hydroxyphenolic groups. The o‐hydroxyphenolic groups play a role as bridges for weak antiferromagnetic intramolecular exchange. The structure of dioxime and its complexes were identified by using elemental analysis, ICP‐AES, ¹H‐NMR and IR spectral data.     

New materials derivatives of tetrathiapentalene functionalized by amide groups: Synthesis,characterization, and electrical study

A new series of bis-fused tetrathiafulvalene containing functional groups was synthesized. The synthesis was carried out by using routes involving cross coupling, reduction, and oxidation reactions. The identity of these new donors is confirmed by ¹ Wudl, F.; Smith, G. M.; Hufnagel, E. J. J. Chem. Soc. Chem. Commun. 1970, 21, 1453-1454.[Crossref] , [Google Scholar] H NMR spectroscopy, mass spectrometry, and elemental analysis. We have used the cyclic voltammetry in order to determine the character π-donors of these molecules and to verify the reversibility of the redox process involved. Molecular orbital diagram has been calculated using density-functional calculations. Charge transfer complexes with tetracyanoquinodimethane (TNQ) were prepared by chemical redox reactions.     

Solvent-free synthesis of novel 2,10-dichoro-12-trichloromethyl-6-substituted xanthato-12H-dibenzo[d,g] [1,3,2] dioxaphosphocin-6-sulfides

Abstract

2,10-Dichloro-12-trichloromethyl-6-substituted xanthato-12H-dibenzo[d,g] [1,3,2] dioxaphosphocin-6-sulfides (2a–l) with the eight-membered phosphorus and oxygen heterocyclic ring were synthesized by reacting equimolar quantities of alcohols, carbon disulfide, and 2,6,10-trichloromethyl-12H-dibenzo[d,g][1,3,2] dioxaphosphocin-6-sulfide 1 Ananda Kumar , K. ; Kuasturaiah , M. ; Suresh Reddy , C. ; Berlin , K.D. J. Heterocyclic Chem . 2003 , 40 , 345 – 351 .[Crossref], [Web of Science ®] , [Google Scholar] in the presence of dimethylaminopyridine (DMAP). The structures of the products were confirmed by IR, ¹H, ¹³C, ³¹P-NMR, and mass spectral analyses.     

Investigation of novel monopodal and dipodal oxy-Schiff base triazine from cyanuric chloride: Structural and antimicrobial studies

During the last few years, the potential of s-triazine derivatives in agrochemical and medicinal properties have been subjected to investigation. s-Triazine derivatives have received great attention due to their significant antimicrobial, antibacterial, antifungal, anti-HIV, anticancer, and a wide array of other biological activities. The present study reported a method for achieving Dipodal systems formed by reaction 2,4,6-trichloro-1,3,5-triazine and 4-hydroxybenzaldehyde, 2-aminophenol. Herein, we reported the synthesis of a dialdehyde and its Schiff base as a new template. The reaction of cyanuric chloride with 1 equiv. methanol and 2 equiv. of p-hydroxybenzaldehyde gave the desired dialdehyde. The dialdehyde was then reacted with 2-aminophenolto afford the corresponding multidirectional oxy-Schiff base triazines. The structures of the compounds were identified by FT-IR,¹H-NMR and elemental analysis. Their antimicrobial activities were performed by using the broth microdilution method in DMSO: Phosphate Buffered Saline (PBS) against eight bacteria strain and one yeast strain. The results of the test were compared with gentamicin. It has been determined that 2,4-Bis(2-hydroxyphenylimino-4'-formylphenoxy)-6-methoxy-1,3,5-triazine (3) Padalkar, V. S., Gupta, V. D., Phatangare, K. R., Patil, V. S., Umape, P. G., Sekar, N. J. (2014) Saudi. Chem. Soc., 18, 262–268.[Crossref], [Web of Science ®] , [Google Scholar] (2DP2AF) and 2-(2-hydroxyphenylimino-4'-formylphenoxy)-4-(4'-formylphenoxy)-6-methoxy-1,3,5-triazine (2) Raval, J. P., Rai, A. R., Patel, N. H., Patel, H. V., Patel, P. S. (2009) Int. J. Chem. Tech. Res., 1, 616–620. [Google Scholar] (1DP2AF) have significant antibacterial and antifungal activity against Enterococcus faecalis and Candida albicans and these effects were close to the control antibiotic used. Ent. faecalis was the most sensitive strain against both two tested chemicals. It was determined that our chemicals have similar antifungal capacity when compared to gentamicin.     

Chloro complexes of cobalt(II) in aprotic solvents: stability and structural modifications due to solvent effect

Cobalt(II) chloro complexes were studied in aprotic solvents, namely, dimethylsulfoxide (DMSO), dimethylformamide (DMF), and propylene carbonate (PC). The measurements were performed spectrophotometrically in UV–visible–IR region at 25°C and at constant ionic strength: I = 1 mol L^?1 in DMSO and DMF, and 0.1 mol L^?1 in PC. Different models were tested and the model 1 Elleb, M, Meullemeestre, J, Schwing, MJ and Vierling, F. 1980. Inorg. Chem., 19: 2699[Crossref], [Web of Science ®] , [Google Scholar], 2 Elleb, M, Meullemeestre, J, Schwing, MJ and Vierling, F. 1982. Inorg. Chem., 21: 1477[Crossref], [Web of Science ®] , [Google Scholar], 3 Khan, MA, Meullemeestre, J, Schwing, MJ and Vierling, F. 1983. Polyhedron, 2: 459[Crossref], [Web of Science ®] , [Google Scholar], 4 Amuli, C, Meullemeestre, J, Schwing, MJ and Vierling, F. 1983. Inorg. Chem., 22: 3567[Crossref], [Web of Science ®] , [Google Scholar], i.e., that of four mononuclear successive complexes was retained. Stability constants of the identified complexes were determined and they increase inversely with the Gutmann's donor number of the solvents. Calculated electronic spectra are reported and the effect of solvents on the spectral properties are discussed. The symmetry of tetrachlorocobaltate is strictly T_d.     

Dicopper complex of p-tert -butylcalix8arene bearing acylhydrazone pendant domains

A dicopper complex of p-tert-butylcalix8 Atwood, JL, Barbour, LJ, Hardie, MJ and Raston, CL. 2001. Coord. Chem. Rev., 222: 3[Crossref], [Web of Science ®] , [Google Scholar]arene bearing eight salicylaldehyde acylhydrazone domains was prepared and its single crystal structure determined, in which only four acylhydrazone domains act as monoanionic tridentate planar chelators to coordinate to two copper ions.     

SYNTHESIS OF SOME NEW 4-AMINO-1,2,4-TRIAZOLE DERIVATIVES AS POTENTIAL ANTI-HIV AND ANTI-HBV

Some novel [1,2,4]triazolo[3,4-b][1,3,4]thiadiazolylisoindole-1,3-dione 2a–c were prepared by heating 4-amino-5-aryl-1,2,4-triazole-3-thiones 1a–c with different (1,3-dioxo-1,3-dihydro-isoindol-2-yl) carboxylic acids in POCl₃. Compounds 2a, b were hydrolyzed using HCl to yield [1,2,4]triazolo[3,4-b][1,3,4]thiadiazolyl-alkylamines 3a, b. Coupling 1a, c with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (ABG) afforded the corresponding S-glucosides 4a, b, which on oxidation with KMnO₄ gave the corresponding sulfone 5. Treatment 1b, c with diphenyl diazomethane afforded benzhydrylsulfanyltriazolylamines 7a, b. 1,8-Bis-(4-chloro-phenyl)-bis[1,2,4]triazolo[3,4-c-,4′,3′-e][1,2,4,5]dithiadiazine 8 was formed by oxidation of 1b with lead tetracetate. Compound 1c reacted with morpholine in the presence of KI and I₂ to give the triazolodisulfide ⁹ El-Barbary, A. A., Fahmy, M., El-Badawi, M., El-Brembaly, K. and El-Brollosi, N. R. 1991. Rev. Roum. Chim., 36(619) [Google Scholar].