2-(2,5-di-tert-butylphenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-(2,5-di-tert-butylphenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione
• 英文别名: 2-(2,5-Ditert-butylphenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione
• 化学式: C₂₄H₃₃NO₂
• 分子量: 367.532
• InChiKey: BLRBFXKWWFDGCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-二叔丁基苯胺 以 苯 为溶剂， 反应 25.0h， 生成 2-(2,5-di-tert-butylphenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione
  参考文献：
  名称：

  Rotational features of carbon-nitrogen bonds in N-aryl maleimides. Atroposelective reactions of o-tert-butylphenylmaleimides

  摘要：

  Atroposelective addition and cycloaddition reactions of N-2-(tert-butylphenyl)- and N-2,5-(di-tert-butylphenyl)maleimide and a substituted derivative have been studied. Good to excellent stereoselectivities are generally observed, and high rotation barriers (about 29 kcal/mol) prevent the products from interconverting. Crystal structures of the precursors and products support a straight forward model where reactants attack trans to the o-tert-butyl group. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00237-9

文献信息

• Rotational features of carbon-nitrogen bonds in N-aryl maleimides. Atroposelective reactions of o-tert-butylphenylmaleimides
  作者：Dennis P. Curran、Steven Geib、Nicholas DeMello

  DOI：10.1016/s0040-4020(99)00237-9

  日期：1999.4

  Atroposelective addition and cycloaddition reactions of N-2-(tert-butylphenyl)- and N-2,5-(di-tert-butylphenyl)maleimide and a substituted derivative have been studied. Good to excellent stereoselectivities are generally observed, and high rotation barriers (about 29 kcal/mol) prevent the products from interconverting. Crystal structures of the precursors and products support a straight forward model where reactants attack trans to the o-tert-butyl group. (C) 1999 Elsevier Science Ltd. All rights reserved.