- Nucleophilicities of para-substituted aniline radical cations in acetonitrile: Kinetic investigation and structure–reactivity relationships
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The kinetics of the coupling of 2-bromo-3,5-dinitrothiophene 1 with various anilines 2a–f were studied in CH3CN at 20°C. The derived second-order rate constants of anilines possessing an electron-withdrawing group (e.g., 2d–f) were employed to
- Amira, Ghabi,Salma, Souissi,Wahiba, Gabsi,Taoufik, Boubaker
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supporting information
p. 1262 - 1271
(2021/08/20)
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- P-tert-Butylcalix[8]arene catalysed synthesis of 3,5-dinitrothiophene scaffolds: Antiproliferative effect of some representative compounds on selective anticancer cell lines
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A new efficient protocol for the synthesis of 3,5-dinitrothiophene scaffolds was developed by using simple p-tert-butylcalix[8]arene in aqueous medium. Biological activities of some representative compounds were also studied to inhibit the cell growth on selective anticancer cell lines.
- Sarkar, Piyali,Maiti, Samares,Ghosh, Krishnendu,Sengupta, Sumita,Butcher, Ray J.,Mukhopadhyay, Chhanda
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supporting information
p. 996 - 1001
(2014/02/14)
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- P-tert-Butylcalix[8]arene catalysed synthesis of 3,5-dinitrothiophene scaffolds: Antiproliferative effect of some representative compounds on selective anticancer cell lines
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A new efficient protocol for the synthesis of 3,5-dinitrothiophene scaffolds was developed by using simple p-tert-butylcalix[8]arene in aqueous medium. Biological activities of some representative compounds were also studied to inhibit the cell growth on selective anticancer cell lines.
- Sarkar, Piyali,Maiti, Samares,Ghosh, Krishnendu,Bandyopadhyay, Sumita Sengupta,Butcher, Ray J.,Mukhopadhyay, Chhanda
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supporting information
p. 996 - 1001
(2015/02/19)
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- Studies on the biological activity of some nitrothiophenes
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The biological activity of nineteen substituted thiophenes (3) have been assessed by evaluating the minimum inhibitory concentration required to inhibit the growth of E. coli, M. luteus and A. niger. The series displays a wide range of activities with 2-chloro-3,5-dinitrothiophene (3a) or 2-bromo-3,5- dinitrothiophene (3c) showing the highest activity against all three organisms, while the simplest compound of the series, 2-nitrothiophene (3s) shows the smallest activity in each case. The mode of action of 3a and 3c is thought to involve nucleophilic attack by intracellular thiols at the 2-position of the heterocyclic ring leading to displacement of halogen, but other active derivatives, such as 2,4-dinitrothiophene (3h) and 5-nitrothiophene-2- carbaldehyde (3d) which have no displaceable halogen or leaving group are thought to act by forming Meisenheimer complexes. The Royal Society of Chemistry 2006.
- Morley, John O.,Matthews, Thomas P.
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p. 359 - 366
(2008/01/27)
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- Aromatic Nucleophilic Substitution Reactions of Some 3-Nitro-2-p-nitrophenoxy-5-X-thiophenes with Substituted Anilines in Methanol
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The kinetic constants for the reaction of some 3-nitro-2-p-nitrophenoxy-5-X-thiophenes (X = H, Br, CONH2, CO2Me, Ac, SO2Me, CN,NO2) with some substituted anilines YC6H4NH2 (Y = p-OMe, p-Me, H, n-Cl, p-Cl) have been measured at various temperatures and a s
- Consiglio, Giovanni,Frenna, Vincenzo,Guernelli, Susanna,Macaluso, Gabriella,Spinelli, Domenico
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p. 770 - 781
(2007/10/03)
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- Kinetic study of the reactions of some 5-nitro-2-(4-nitrophenoxy)-3-x-thiophenes with aniline and 4-methoxyaniline in methanol
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The rate constants of the title reactions have been measured at various amine concentrations. The second-order kinetic constant for the amino substitution increases in a hyperbolic way as a function of the nucleophile concentration. The k3Am/k-1 ratio for each catalysed system is not a monotonic function of the X substituent. This result has been rationalized in the framework of the SB-GA (Specific Base-General Acid) mechanism of base catalysis.
- Frenna, Vincenzo,Macaluso, Gabriella,Consiglio, Giovanni,Guernelli, Susanna,Spinelli, Domenico
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p. 1877 - 1892
(2007/10/03)
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- Aromatic Nucleophilic Substitution Reactions of Some 2-L-3-Nitro-5-X-thiophenes with Piperidine and Aniline in Methanol. Substituent Constants for the Thiophene System
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The rate constants for the reactions of some 2-L-3-nitro-5-X-thiophenes 1-4 with aniline and of compounds (4) with piperidine in methanol have been measured at various temperatures.By using the data obtained in this work as well as previously available data sets, a series of optimized 'thiophene' ?τ values has been calculated.The susceptibility constants ρ(L) of the various sets have been analysed in the framework of the reactivity-selectivity principle.
- Consiglio, Giovanni,Frenna, Vincenzo,Arnone, Caterina,Mezzina, Elisabetta,Spinelli, Domenico
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p. 2187 - 2190
(2007/10/02)
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- Catalysis in Aromatic Nucleophilic Substitution. Part 9. Kinetics of the Reactions of 2-Bromo-3,5-dinitrothiophene with Some meta- and para-Substituted Anilines in Benzene
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The rate constants of debromination of 2-bromo-3,5-dinitrothiophene by various meta-and para-substituted anilines have been measured in benzene at 25 deg C.The reactions are mildly accelerated by increasing the amine concentration, showing 'low' kB/
- Arnone, Caterina,Consiglio, Giovanni,Spinelli, Domenico,Frenna, Vincenzo
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p. 2153 - 2156
(2007/10/02)
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- Linear Free Energy Relationships in the Thiophen Series. Part 2. The Kinetics of the Reactions of Some 2-Bromo-3-nitro-5-X-thiophens with Substituted Anilines in Methanol
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The rate constants for the reactions of 2-bromo-3-nitro-5-X-thiophens (X=H, Br, CONH2, CO2Me, Ac, SO2Me, CN, or NO2) with some substituted anilines YC6H4NH2 (Y=p-OMe, p-Me, H, m-Cl, or p-CO2Me) have been measured in methanol at various temperatures.The se
- Consiglio, Giovanni,Arnone, Caterina,Spinelli, Domenico,Noto, Renato,Frenna, Vincenzo
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p. 388 - 392
(2007/10/02)
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