1-二茂铁磺酰基-2-长链烷基苯并咪唑的合成、表征及晶体结构  

Synthesis,Characterization and Crystal Structure of 1-Ferrocenesulfonyl-2-long Carbon Chain Alkyl Benzimidazole

作　　者：张俊珍[1] 杨秉勤[1] 杨亚婷[1] 张秉林[1] 

机构地区：[1]西北大学化学系

出　　处：《应用化学》2007年第11期1273-1278,共6页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金(20572085);陕西省自然科学基金(2005B20)资助项目

摘　　要：以二茂铁磺酰氯和苯并咪唑衍生物为原料,二氯甲烷或三氯甲烷为溶剂,在四正丁基氯化铵和NaOH的作用下,合成了6种未见文献报道的1-二茂铁磺酰基-2-长链烷基苯并咪唑,收率约为80%。用IR、1HNMR、元素分析和MS测试技术对其结构进行了表征,并采用X射线衍射方法测定了化合物a2的晶体结构。化合物a2(C23H26FeN2O2S)属于单斜晶系,空间群C2/c,晶胞参数:a=2.8252(2)nm,b=0.97696(7)nm,c=1.64828(12)nm,α=90°,β=92.053(2)°,γ=90°,V=4.5466(6)nm3,Z=8,F(000)=2024,Mr=481.40,Dc=1.407g/cm3,μ=0.784mm-1,R1=0.0495,wR2=0.1517。结果表明,含有活泼氢的2-烷基苯并咪唑能与二茂铁磺酰氯生成相应的1-二茂铁磺酰基-2-烷基苯并咪唑,并有较好的收率。Six new l-ferrocenesulfonyl-2-benzimidazole derivatives were prepared from the reaction of ferroce-nesulfonylchloride with benzimidazole derivatives in the presence of dichloromethane and n-tetrabutylammonia chloride. The yields of six new ferrocenesulfonyl benzimidazole derivatives were about 80%. The structures were confirmed by IR, ^1H NMR, elemental analysis and MS. Its crystal structure was determined via X-ray single crystal diffraction. The title compound a2 belongs to the monoclinic system with space group C2/c, and the unit cell parameters are a =2. 825 2（2） nm, b =0. 976 96（7） nm, c = 1. 648 28（12） nm, α =90°,β = 92.053（2）°, γ=90°, V=4.546 6（6） nm^3, Z=8, F（000） =2024, Mr =481.40, Dc =1.407 g/cm^3, μ= 0. 784 mm^-1 , R1 = 0. 049 5, wR2 = 0. 151 7. The results show that the reactions of 2-alkylbenzimidazoles with ferrocenesulfonyl chloride give 1-ferrocenesulfonyl-2-alkylbenzimidazoles in good yields.

关 键 词：二茂铁磺酰基苯并咪唑 合成 表征 晶体结构 

分 类 号：O626.2[理学—有机化学]