4,5,9,10-tetrakis(ethoxycarbonyl)-4,5,9,10-tetraazatetracyclo<6.2.2.2^3,6.0^2,7>tetradecane | 136276-58-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4,5,9,10-tetrakis(ethoxycarbonyl)-4,5,9,10-tetraazatetracyclo<6.2.2.2^3,6.0^2,7>tetradecane
• CAS: 136276-58-9
• 化学式: C₂₂H₃₄N₄O₈
• 分子量: 482.534
• InChiKey: JXZQWIXNBYNDSO-CKYTUPMTSA-N

反应信息

• 作为反应物：
  描述：

  4,5,9,10-tetrakis(ethoxycarbonyl)-4,5,9,10-tetraazatetracyclo<6.2.2.2^3,6.0^2,7>tetradecane 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Torsional effects on the conformations of two diastereomeric tetracyclic bis(hydrazines)

  摘要：

  The symmetrical tetraazatetracyclotetradecadiene (1) is bis(tert-butylated) (tert-butyl alcohol/H+) and bis(methylated) (methyllithium) to a 1:1 mixture of diastereomeric bis(tert-butylmethylhydrazines) with like alkyl groups anti (9a) and syn (9s). 9a has the expected C2 symmetry on the NMR time scale (both tert-butyl groups are directed away from the central CC bond, conformation Oi,Oi in Scheme II). 9s does not have the expected C(s) symmetry, but has one tert-butyl group directed away from the central CC bond and one directed toward it (conformations Oi,oI and Io,iO in Scheme II). Both diastereomers also crystallize in these conformations. AM1 calculations carried out using VAMP both predict this result and show it to be caused by tetracyclic ring torsion (experimentally approximately 12.7-degrees about the central CC bond for crystalline 9a, approximately 13.2-degrees for 9s).

  DOI：

  10.1021/ja00021a009
• 作为产物：
  描述：

  4,5,9,10-tetrakis(ethoxycarbonyl)-4,5,9,10-tetraazatetracyclo<6.2.2.2^3,6.0^2,7>tetradeca-11,13-diene 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 20.0h， 以100%的产率得到4,5,9,10-tetrakis(ethoxycarbonyl)-4,5,9,10-tetraazatetracyclo<6.2.2.2^3,6.0^2,7>tetradecane
  参考文献：
  名称：

  Torsional effects on the conformations of two diastereomeric tetracyclic bis(hydrazines)

  摘要：

  The symmetrical tetraazatetracyclotetradecadiene (1) is bis(tert-butylated) (tert-butyl alcohol/H+) and bis(methylated) (methyllithium) to a 1:1 mixture of diastereomeric bis(tert-butylmethylhydrazines) with like alkyl groups anti (9a) and syn (9s). 9a has the expected C2 symmetry on the NMR time scale (both tert-butyl groups are directed away from the central CC bond, conformation Oi,Oi in Scheme II). 9s does not have the expected C(s) symmetry, but has one tert-butyl group directed away from the central CC bond and one directed toward it (conformations Oi,oI and Io,iO in Scheme II). Both diastereomers also crystallize in these conformations. AM1 calculations carried out using VAMP both predict this result and show it to be caused by tetracyclic ring torsion (experimentally approximately 12.7-degrees about the central CC bond for crystalline 9a, approximately 13.2-degrees for 9s).

  DOI：

  10.1021/ja00021a009