摘要
邻氯苯甲醛与季戊四醇反应得到中间体5,5-二(羟甲基)-2-(2-氯苯基)-1,3-二氧六环(1),1再与环己酮反应生成12-(2-氯苯基)-7,11,13,16-四氧杂二螺[5.2.5.2]十六烷(2).反之,先用环己酮与季戊四醇反应生成9,9-二(羟甲基)-7,11-二氧杂螺[5.5]十一烷(3),3再与邻氯苯甲醛反应也可生成标题化合物2.化合物1和2的结构用X射线单晶衍射、元素分析和核磁共振氢谱进行了确定.X射线单晶衍射晶体结构表明化合物1属单斜晶系,空间群为P2(1)/n,晶体学参数:a=0.56768(15)nm,b=0.9807(3)nm,c=2.1785(6)nm,a=90°,β=90.204(4)°,γ=90°,V=1.2128(5)nm3,Z=4,Dc=1.417Mg/m3,μ=0.315 mm-1,F(000)=544.化合物2也属于单斜晶系,空间群为C2/c,晶体学参数:a=1.5894(5)nm,b=1.5704(4)nm,c=2.8369(9)nm,a=90°,β=101.103(5)°,γ=90°,V=6.948(4)nm3,Z=16,Dc=1.296 Mg/m3,μ=0.237mm-1,F(000)=2880.
12-(2-Chlorophenyl)-7,11,13,16-tetraoxaspiro[5.2.5.2]cetane (2) was prepared by cyclohexanone and 5,5-bis(hydroxymethyl)-2-(2-chlorophenyl)-l,3-dioxane (1) which synthesized from the reaction of the o-chlorobenzaldehyde and pentaerythriol, or prepared by o-chlorobenzaldehyde and 9,9-bis(hydroxymethyl)-7,11-dioxaspiro[5,5]undecane (3) which synthesized from the reaction of the cyclohexanone and pentaerythriol. Compounds 1 and 2 were characterized by X-ray diffraction, elemental analysis, 1H NMR. Single crystal X-ray diffraction analyses reveal that compound 1 belongs to monoclinic system with space group P2(1)/n with a=0.56768(15)nm,b=0.9807(3)nm,c=2.1785(6)nm,α=90°,β=90.204(4)°,γ=90°,V=1.2128(5)nm3,Z=4,Dc=1.417Mg/m3,p=0.315mm,F(000)=544. Compound 2 also belongs to monoclinic system with space group C2/c with a=1.5894(5)am,b=1.5704(4)nm,c=2.8369(9)nm,α=90°,β=101.103(5)°,γ=90°,V=6.948(4)nm3,Z=16,Dc=1.296Mg/m3,μ=0.237mm-1,F(000)=2880.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2013年第8期1817-1821,共5页
Chinese Journal of Organic Chemistry
基金
湖南省重点建设学科(No.2011-76)
湖南省科技计划(No.2013FJ3004)
湖南省教育厅(Nos.13A030
13B029)
湖南省创新团队(No.2012-318)资助项目~~