- Strain-Promoted 1,3-Dithiolium-4-olates–Alkyne Cycloaddition
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Reported here is the reactivity of mesoionic 1,3-dithiolium-4-olates towards strained alkynes, leading to thiophene cycloaddition products. In the process, the potential of these dipoles towards orthogonal reaction with azides, allowing efficient double ligation reactions, was discovered. A versatile process to access benzo[c]thiophenes, in an unprecedented divergent fashion, was developed and provides a new entry to unconventional polyaromatic thiophenes.
- Kumar, Ramar Arun,Pattanayak, Manas R.,Yen-Pon, Expédite,Eliyan, Jijy,Porte, Karine,Bernard, Sabrina,Riomet, Margaux,Thuéry, Pierre,Audisio, Davide,Taran, Frédéric
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supporting information
p. 14544 - 14548
(2019/09/17)
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- Formation of Group 11 Bismuth Sulfide Nanoparticles Using Bismuth Dithioates under Mild Conditions
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The formation of mixed-metal sulfides with the general structure AgBiS2 and Cu3BiS2 by a simple two-step process utilizing bismuth dithiocarboxylates as Bi and S precursors is described. A sonochemical reaction of Bi2O3 with six different aryl dithioic acids: dithiobenzoic acid (BDT-H), 4-methoxydithiobenzoic acid (4-MBDT-H), 3-methyldithiobenzoic acid (3-MBDT-H), 2-mesitylenedithioic acid (2-MDT-H), 4-fluorodithiobenzoic acid (4-FBDT-H), and 2-thiophenedithioic acid (2-TDT-H) resulted in the corresponding complexes: [Bi(BDT)3] 1, [Bi(4-MBDT)3] 2, [{Bi(3-MBDT)3}2?C7H8] (32?C7H8), [Bi(2-MDT)3] 4, [Bi(4-FBDT)3] 5 and [Bi(2-TDT)3] 6. Microwave irradiation of these bismuth(III)aryldithioate complexes with AgNO3 or CuCl under mild reaction conditions (140 °C) resulted in the respective mixed-metal sulfides. Attempt to synthesize AuBiS2 using similar reaction protocols were unsuccessful, resulting only in the formation of elemental Au0, S8 and BiOCl.
- Senevirathna, Dimuthu C.,Werrett, Melissa V.,Pai, Narendra,Blair, Victoria L.,Spiccia, Leone,Andrews, Philip C.
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supporting information
p. 8171 - 8175
(2017/06/23)
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- Taking bismuthinite to bismuth sulfide nanorods in two easy steps
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The transformation of mineral bismuthinite, to Bi2S3 nanoparticles, via a simple two-step process is described. The reaction of bismuthinite with two aryldithoic acids gave the complexes; [Bi(S2C(C6H4
- Senevirathna, Dimuthu. C.,Blair, Victoria. L.,Werrett, Melissa. V.,Andrews, Philip C.
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supporting information
p. 4998 - 5000
(2016/04/05)
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- Bioactivity of novel transition metal complexes of N′-[(4-methoxy)thiobenzoyl]benzoic acid hydrazide
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Cu(II), Fe(III), and Mn(II) complexes of a novel ligand N′-[(4-methoxy)thiobenzoyl]benzoic acid hydrazide (H2mtbh) have been synthesized and characterized by elemental analyses, IR, UV-vis, NMR, mass, EPR and Moessbauer spectroscopy. The results suggest a square planar structure for [Cu(Hmtbh)Cl] and [Cu(mtbh)] whereas an octahedral structure for [Mn(Hmtbh)2] and [Fe(Hmtbh)(mtbh)]. Mn(II) and Fe(III) complexes were found to inhibit proliferation of HT29 cells. [Mn(Hmtbh)2] and [Fe(Hmtbh)(mtbh)] inhibited proliferation of HT29 cells with half maximal inhibition (IC50) of 8.15 ± 0.87 and 68.1 ± 4.8 μM, respectively, whereas H2mtbh showed growth inhibition with IC50 of 90.9 ± 7.8 μM and were able to inhibit NMT activity in vitro. Mn(II) and Fe(III) complexes inhibited NMT activity in a dose dependent manner with IC50 values of 20 ± 2.2 and 60 ± 7.2 μM, respectively, whereas ligand (H2mtbh) displayed IC50 of 3.2 ± 0.5 mM.
- Shrivastav, Anuraag,Tripathi, Pratibha,Srivastava, Ajay K.,Singh, Nand K.,Sharma, Rajendra K.
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p. 577 - 583
(2008/09/19)
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- Biologically oriented organic sulfur chemistry. 15. Organic disulfides and related substances. 41. Inhibition of the fungal pathogen Histoplasma capsulatum by some organic disulfides
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In an extension of promising inhibitory results in vitro against Histoplasma capsulatum, correlated earlier using substituent constants developed by regression analysis with 77 disulfides, one symmetrical and 14 unsymmetrical disulfides were prepared (3-17). About half were active in vitro against H. capsulatum (and one against Candida albicans). Groups that seemed most to lead to promising inhibition among the unsymmetrical disulfides were o-HO2CC6H4, (CH2)SO2Na, Me2NCCS), p-ClC6H4, and perhaps p-CH3C6H4; the first two also might be used to increase solubility. Earlier inhibitory promise of the morpholino group did not materialize. None of the group 3-17 was significantly active in vivo. The unsymmetrical disulfides were prepared by reaction of thiols with sulfenyl chlorides or with acyclic or cyclic thiosulfonates. Two six-membered heterocyclic disulfides (5 and 6) were prepared by a novel cyclization, in which carbon disulfide reacted with an (N-alkylamino)ethyl Bunte salt, followed by ring closure; an explanation is suggested for formation of a thiazoline when the N-alkyl group is absent. One of the disulfides disproportionated with astonishing ease (31; 0.3-1 h at 25°C).
- Field,Grimaldi,Hanley,Holladay,Ravichandran,Schaad,Tate
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p. 996 - 1001
(2007/10/04)
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