Starting with y-butyrolactone, 4-amino-3-（3-hydroxypropyl）-1H-1,2,4-triazole-5-（4H） thione 1 was prepared, and cyclization of it with 4-phenylbromoacetophenone gave 6-（4-biphenylyl）- 3-（3-hydroxypropyl）-7H-1,2...Starting with y-butyrolactone, 4-amino-3-（3-hydroxypropyl）-1H-1,2,4-triazole-5-（4H） thione 1 was prepared, and cyclization of it with 4-phenylbromoacetophenone gave 6-（4-biphenylyl）- 3-（3-hydroxypropyl）-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine Ⅱ. The structures of Ⅰ and Ⅱ were determined by elemental analyses, IR, ^1H NMR, ^13C NMR, and X-ray diffraction. Crystal data for 1： C5H10N4OS, Mr = 174.23, monoclinic system, space group P21/c, a =8.4568（6）, b = 22.8905（16）, c = 9.2625（6） A, β= 114.172（1）°, V= 1635.82（19） A^3, F（000） = 736, Z= 8, Dc = 1.415 g/cm^3, 2 λ=0.71073 A,μ = 0.346 mm^-1 and the final R = 0.0603 for 2870 unique reflections with 1993 observed ones （I 〉 2σ（I）. Crystal data for Ⅱ： C19H18N4OS, Mr = 350.43, monoclinic system, space group P21/c, a = 6.7481（7）, b = 8.2647（8）, c = 30.075（3） A, β= 94.445（2）°, V= 1672.3（3） A3, F（000） = 736, Z = 4, Dc = 1.392 g/cm^3, λ=0.71073 A,μ= 0.209 mm^-1 and the final R = 0.0667 for 3000 unique reflections with 2534 observed ones （I 〉 2σ（I））. In the crystal of compound Ⅱ, the five-membered triazole ring and two benzene rings are coplanar, while the six-membered thiadiazine ring is slightly distorted, with an r.m.s deviation of 0.227（1） A. Some hydrogen bonding interactions are observed and π-π stacking interactions between adjacent molecules are found in the packing diagrams of the two compounds.展开更多
A series of 3-pyridinyl-6-aryl-l, 2, 4-triazolo[3, 4-b][1, 3, 4]thiadiazoles(PATT) were prepared, the structures were confirmed by IR and H NMR spectra. The results of cyclic 1 voltammetry measurements imply that all ...A series of 3-pyridinyl-6-aryl-l, 2, 4-triazolo[3, 4-b][1, 3, 4]thiadiazoles(PATT) were prepared, the structures were confirmed by IR and H NMR spectra. The results of cyclic 1 voltammetry measurements imply that all these compounds have a higher electron affinity (EA) than 2-(4-biphenyl)-5-(4-tert-butyl phenyl)-1, 3, 4-oxadiazole (PBD) which implies that PATT could be acting as better electron acceptors than widely used electron transporting material PBD.展开更多
In recent years, fused heterocycles have been reported to possess important properties in synthesis and pharmacology. Especially, s-triazolo, 3,4-thiadiazole derivatives have been attracting much attention for chemist...In recent years, fused heterocycles have been reported to possess important properties in synthesis and pharmacology. Especially, s-triazolo, 3,4-thiadiazole derivatives have been attracting much attention for chemists and pharmacologists because they show broad spectra of biological activities, such as antifungal, antibacterial, hy-展开更多
Synthesis of a series of new 3,6-diaryl-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazoles（5a-o） was achieved by phophine free, C-H arylative cross-coupling of 6-aryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles（4a-o）with su...Synthesis of a series of new 3,6-diaryl-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazoles（5a-o） was achieved by phophine free, C-H arylative cross-coupling of 6-aryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles（4a-o）with suitably substituted iodoanilines using 1-（2-naphthoyl）-3-（4-bromophenyl）thiourea as a ligand.The requisite triazolothiadiazoles（4a-o） were obtained by the condensation of 4-amino-1,2,4-triazole-3-thiol（3） with suitably substituted aromatic acids in the presence of phosphoryl chloride.展开更多
基金This work was supported by the Natural Science Foundation of Zhejiang Province (No. M203149)
文摘Starting with y-butyrolactone, 4-amino-3-（3-hydroxypropyl）-1H-1,2,4-triazole-5-（4H） thione 1 was prepared, and cyclization of it with 4-phenylbromoacetophenone gave 6-（4-biphenylyl）- 3-（3-hydroxypropyl）-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine Ⅱ. The structures of Ⅰ and Ⅱ were determined by elemental analyses, IR, ^1H NMR, ^13C NMR, and X-ray diffraction. Crystal data for 1： C5H10N4OS, Mr = 174.23, monoclinic system, space group P21/c, a =8.4568（6）, b = 22.8905（16）, c = 9.2625（6） A, β= 114.172（1）°, V= 1635.82（19） A^3, F（000） = 736, Z= 8, Dc = 1.415 g/cm^3, 2 λ=0.71073 A,μ = 0.346 mm^-1 and the final R = 0.0603 for 2870 unique reflections with 1993 observed ones （I 〉 2σ（I）. Crystal data for Ⅱ： C19H18N4OS, Mr = 350.43, monoclinic system, space group P21/c, a = 6.7481（7）, b = 8.2647（8）, c = 30.075（3） A, β= 94.445（2）°, V= 1672.3（3） A3, F（000） = 736, Z = 4, Dc = 1.392 g/cm^3, λ=0.71073 A,μ= 0.209 mm^-1 and the final R = 0.0667 for 3000 unique reflections with 2534 observed ones （I 〉 2σ（I））. In the crystal of compound Ⅱ, the five-membered triazole ring and two benzene rings are coplanar, while the six-membered thiadiazine ring is slightly distorted, with an r.m.s deviation of 0.227（1） A. Some hydrogen bonding interactions are observed and π-π stacking interactions between adjacent molecules are found in the packing diagrams of the two compounds.
文摘A series of 3-pyridinyl-6-aryl-l, 2, 4-triazolo[3, 4-b][1, 3, 4]thiadiazoles(PATT) were prepared, the structures were confirmed by IR and H NMR spectra. The results of cyclic 1 voltammetry measurements imply that all these compounds have a higher electron affinity (EA) than 2-(4-biphenyl)-5-(4-tert-butyl phenyl)-1, 3, 4-oxadiazole (PBD) which implies that PATT could be acting as better electron acceptors than widely used electron transporting material PBD.
文摘In recent years, fused heterocycles have been reported to possess important properties in synthesis and pharmacology. Especially, s-triazolo, 3,4-thiadiazole derivatives have been attracting much attention for chemists and pharmacologists because they show broad spectra of biological activities, such as antifungal, antibacterial, hy-
文摘Synthesis of a series of new 3,6-diaryl-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazoles（5a-o） was achieved by phophine free, C-H arylative cross-coupling of 6-aryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles（4a-o）with suitably substituted iodoanilines using 1-（2-naphthoyl）-3-（4-bromophenyl）thiourea as a ligand.The requisite triazolothiadiazoles（4a-o） were obtained by the condensation of 4-amino-1,2,4-triazole-3-thiol（3） with suitably substituted aromatic acids in the presence of phosphoryl chloride.
