论文部分内容阅读
将2-乙酰基吡咯作为前驱体与取代位置不同的芳香胺:邻氯苯胺、间氯苯胺、对氯苯胺在微波辐射下反应时发现,当氯原子(钝化基团)处于苯环的间位及对位时,芳香胺与2-乙酰基吡咯可成功发生希夫碱缩合反应得到吡咯亚胺化合物Ⅰa和Ⅰb;而当氯原子处于苯环邻位时,二者不发生反应。Ⅰa和Ⅰb的结构经X射线单晶衍射,1HNMR、IR、MS和元素分析表征证实为预期化合物。X射线单晶衍射测定结果表明,Ⅰa属单斜晶系,空间群C2/C,晶体参数a=2.372 2(15)×10-9m,b=5.720(4)×10-10m,c=1.686 8(11)×10-9m,β=98.404(10)°,V=2.264(3)×10-27m3,Z=8,D c=1.283 g/cm3,R1=0.041 9,ωR2=0.119 5。Ⅰb属单斜晶系,空间群P21/C,晶胞参数a=1.332 3(3)×10-9m,b=9.802(2)×10-10m,c=9.107(2)×10-10m,β=109.212(4)°,V=1.123 1(4)×10-27m3,Z=4,D c=1.293 g/cm3,R1=0.047 2,ωR2=0.118 9。对芳香胺上钝化基团的位置对希夫碱缩合反应的影响也进行了初步探讨。
When 2-acetylpyrrole was used as a precursor to react with aromatic amines with different substitution positions: o-chloroaniline, m-chloroaniline and p-chloroaniline under microwave irradiation, it was found that when the chlorine atom (passivation group) And para position, aromatic amines and 2-acetyl pyrrole can be successfully Schiff base condensation reaction pyrrole compounds Ⅰ a and Ⅰ b; and when the chlorine atom in the benzene ring ortho position, the two did not react. The structures of Ia and Ib were confirmed by X-ray single crystal diffraction and 1HNMR, IR, MS and elemental analysis. The results of X-ray single crystal diffraction show that Ia belongs to the monoclinic system with space group C2 / C. The crystal parameters a = 2.372 2 (15) × 10-9m, b = 5.720 (4) × 10-10m, c = 1.686 8 (11) × 10-9m, β = 98.404 (10) °, V = 2.264 (3) × 10-27m3, Z = 8, D c = 1.283 g / cm3, R1 = 0.041 9, ωR2 = 0.119 5. Ib belongs to the monoclinic system with the space group P21 / C. The unit cell parameters a = 1.332 3 (3) × 10-9m, b = 9.802 (2) × 10-10m and c = 9.107 (2) × 10-10m. β = 109.212 (4) °, V = 1.123 1 (4) × 10-27m3, Z = 4, D c = 1.293 g / cm3, R1 = 0.047 2, ωR2 = 0.118 9. The influence of the position of passivating groups on the condensation reaction of Schiff base on aromatic amine was also discussed.