1-二茂铁甲酰基-4-芳基氨基硫脲的合成及光谱性质研究  

Studies on Synthesis and Spectroscopy of 1-Ferrocenoyl-4-aryl Thiosemicarbazides

作　　者：王积涛[1] 张蕴文[1] 许育明[1] 高生华[1] 袁耀锋[1] 

机构地区：[1]南开大学化学系,天津300071

出　　处：《高等学校化学学报》1993年第9期1250-1253,共4页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金;国家教委博士学科点专项基金

摘　　要：通过二茂铁基甲酸肼与芳基异硫氰酸酯的加成反应合成了一系列1-二茂铁甲酰基-4-芳基氨基硫脲,产物结构经元素分析和红外光谱及核磁共振氢谱予以确认.A series of 1-ferrocenoyl-4-aryl thiosemicarbazides(FATSC) , Fc-C(O)-NHNH-C(S)-NH-Ar [where' Ar are C6H5-(1), p-CH3C6H4- (2) , m-CH3C6H4- (3), oooooooo-CH3C6H4-(4), p-ClC6H4-(5), m-ClC6H4-(6), ο-ClC6H4-(7), m-BrC6H4-(8), p-CH3OC6H4-(9), ο-CH3OC6H4-(10), a-C10H7-(11)] were synthesized by the addition reaction of ferrocenecarboxyl hydrazide with several arylisothiocyanates. All the products were characterized by elemental analysis, IR and 1H NMR. FATSC can be represented by four tautomeric forms, thioketo-keto (a); thioketo-enol (b); thioenol-enol (c) and thioenol-keto (d).(a) thioketo-keto (b) thioketo-enol(d) thioenol-keto (c) thioenol-enolThe IR spectra show a medium intensity band in the region -1351.6 cm-1 which is assigned to vC=S. No band exists above 3500 cm-1 or in the 2500-2600 cm-1 region due to vOH and vSH vibration, respectively. The absence of these bands indicates that the FATSC exists in the thioketo-keto form (structure (a)) in the solid state. The 1H NMR spectrum of FATSC in CDCl3 shows three signal at 10. 08(s,1H), 9. 2(s, 1H) ,8. 48(s, 1H) ppm which are down field from TMS and disappear upon adding D2O. These signals are attributed to the protons of aNH, bNH and cNH, respectively. The X-ray diffraction structure analysis of some classical compounds and their biological activities are in progress.

关 键 词：二茂铁甲酰基 芳基氨基硫脲 合成 

分 类 号：O623.542[理学—有机化学]