期刊文献+

Synthesis and Crystal Structure of 3,9-Bis(pyridin-2-yl)-2,4,8,10-tetraoxaspiro[5.5]undecane 被引量:1

Synthesis and Crystal Structure of 3,9-Bis(pyridin-2-yl)-2,4,8,10-tetraoxaspiro[5.5]undecane
下载PDF
导出
摘要 The title compound 3,9-bis(pyridin-2-yl)-2,4,8,10-tetraoxaspiro[5.5]undecane 4(C17H18N2O4) has been synthesized by the reaction of 2,2-bis(hydroxymethyl)propane-1,3-diol with pyridine-2-carbaldehyde in the presence of p-toluenesulfonic acid,and characterized by IR,1H-NMR and X-ray single-crystal diffraction.The crystal belongs to monoclinic system,space group C2/c with a = 25.133(2),b = 5.7219(5),c = 21.942(2)(A°) ,β = 99.145(2)°,V = 3115.3(5)(A°)^3,Z = 8,Dc = 1.340 g/cm^3,Mr = 314.33,F(000) = 1328,μ = 0.097 mm-1,MoKa radiation(λ = 0.71073),R = 0.0352 and wR = 0.1022 for 2486 observed reflections with I 〉 2σ(I).X-ray analysis reveals that the two 1,3-dioxane rings passing through the central spiro-C atom both adopt chair conformation.Intermolecular C-H…π,C-H…O and C-H…N weak interactions link the molecules to form a three-dimensional samdwich,which are effective in the stabilization of the crystal structure. The title compound 3,9-bis(pyridin-2-yl)-2,4,8,10-tetraoxaspiro[5.5]undecane 4(C17H18N2O4) has been synthesized by the reaction of 2,2-bis(hydroxymethyl)propane-1,3-diol with pyridine-2-carbaldehyde in the presence of p-toluenesulfonic acid,and characterized by IR,1H-NMR and X-ray single-crystal diffraction.The crystal belongs to monoclinic system,space group C2/c with a = 25.133(2),b = 5.7219(5),c = 21.942(2)(A°) ,β = 99.145(2)°,V = 3115.3(5)(A°)^3,Z = 8,Dc = 1.340 g/cm^3,Mr = 314.33,F(000) = 1328,μ = 0.097 mm-1,MoKa radiation(λ = 0.71073),R = 0.0352 and wR = 0.1022 for 2486 observed reflections with I 〉 2σ(I).X-ray analysis reveals that the two 1,3-dioxane rings passing through the central spiro-C atom both adopt chair conformation.Intermolecular C-H…π,C-H…O and C-H…N weak interactions link the molecules to form a three-dimensional samdwich,which are effective in the stabilization of the crystal structure.
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2012年第5期728-732,共5页 结构化学(英文)
基金 supported by the National Natural Science Foundation of China (No. 20872051 and 21002009) the Scientific and Technological Project of Changzhou (CJ20115019) the Priority Academic Program Development of Jiangsu Higher Education Institutions
关键词 spiro-1 3-dioxane 2 2-bis(hydroxymethyl)propane-1 3-diol diacetal synthesis crystal structure spiro-1,3-dioxane,2,2-bis(hydroxymethyl)propane-1,3-diol,diacetal,synthesis,crystal structure
  • 相关文献

参考文献14

  • 1Cismas, C,Terec, A,Mager, S,Grosu,I. Six-membered ring spiranes: carboeyeles and heteroeyeles with oxygen[J].Curt Org Chem,2005.1287-1314.
  • 2Wei R B,Liu B,Liu Y,Guo J J Zhang D W. Progress in the studies on biological activities of O N or S-containing spiro compounds[J].Chinese Journal of Inorganic Chemistry,2008.1501-1514.
  • 3Mihis A,Condamine E,Bogdan E,Terec A,Kurtain T,Grosu I. Synthesis and structure of new,3,3,9,9-telrasubstituted,2,4,8,10-tetraoxaspiro[5,5]undecane derivatives[J].Molecules,2008.2848-2858.
  • 4Sun X Q,Yu S L,Li Z Y,Yang Y. Crystal X-ray diffraction guided NMR analysis of,3,9-diaryl-2,4,8,10-tetraoxaspiro[5,5]undeeanes under differently shielding effect of terminal aromatic rings[J].Journal of Molecular Structure,2010.152-156.
  • 5Sun X Q,Yu S L,Yang Y,Jiang W H Huang H Y Chang L P. An NMR study on pentaerythritol diacetals with chiral axes[J].Chin t Magn Resort,2009.534-540.
  • 6Jenny B R,Pandurangan A. Efficient synthesis of diacetal of pentaerythritol under microwave irradiation using heteropoly acid H3PW12 O40[J].Catalysis Communications,2006.921-925.
  • 7Duan Z,Gu Y,Deng Y. Green and moisture-stable Lewis acidic ionic liquids (choline chloride xZnCl2) catalyzed protection of carbonyls at room temperature under solvent-free conditions[J].Catal Commtm,2006.651-656.
  • 8Lipschutz B H,Pollart D,Monforte J,Kotsuki H. Pd(II)-catalyzed acetal/ketal hydrolysis/exchange reactions[J].Tetrahedron Letters,1985.705-708.
  • 9Zhu Z,Espenson J H. Organometallic catalysis:formation of,1,3-dioxolanes and their analogs catalyzed by methylrhenium trioxide (MTO)[J].Organometallics,1997.3658-3663.
  • 10Wang B,Gua Y L,Song G Y,Yang T. An efficient procedure for protection of carbonyls catalyzed by sulfamic acid[J].J Mol CataL 4 " Chemical,2005.121-126.

同被引文献5

引证文献1

二级引证文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部