Synthesis,structural characterization and solubility of 2-(1-substituted-1,11-undecylidene)-5-arylim

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:zywlaoying
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A series of novel 2-(1-substituted-1,11-undecylidene)-5-arylimino-△~3-1,3,4-thiadiazolines(4) were synthesized and their structure was characterized by ~1H NMR,~(13)C NMR and elemental analysis.Their solubility in both polar and non-polar solvents is significantly improved owing to the introduction of ethyl or methylthio group at cyclododecyl ring as compared with parent compounds[1,2-(1,11-undecylidene)-5-arylimino-△~3-1,3,4-miadiazolines].However,their fungicidal activity against Rhizoctonia solani is less than that of parent compounds.X-ray diffraction analysis of a representative compound(4d) showed that the conformation of 12-membered ring is still[3333],in which the ethyl group present at the side-exo position and the thiadiazoline ring at the corner carbon.The thiadiazoline plane is perpendicular to the cyclododecyl one. A series of novel 2- (1-substituted-1,11-undecylidene) -5-arylimino- △ ~ 3-1,3,4-thiadiazolines (4) were synthesized and their structure was characterized by ~ 1H NMR, 13) C NMR and elemental analysis. Their solubility in both polar and non-polar solvents is significantly improved due to the introduction of ethyl or methylthio group at cyclododecyl ring as compared with parent compounds [1,2- (1,11-undecylidene) -5-arylimino-? ~ 3-1,3,4-miadiazolines] .However, their fungicidal activity against Rhizoctonia solani is less than that of parent compounds. X-ray diffraction analysis of a representative compound (4d) showed that the conformation of 12-membered ring is still [3333], in which the ethyl group present at the side-exo position and the thiadiazoline ring at the corner carbon. The thiadiazoline plane is perpendicular to the cyclododecyl one.
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