11H-cycloheptaindeno<2,1-d>pyrrol-11-one | 127091-12-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 11H-cycloheptaindeno<2,1-d>pyrrol-11-one
• 英文别名: 9-Azatetracyclo[8.7.0.02,8.011,16]heptadeca-1(10),2,4,6,8,11,13,15-octaen-17-one
• CAS: 127091-12-7
• 化学式: C₁₆H₉NO
• 分子量: 231.254
• InChiKey: REIIOPUBJQBFSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11H-cycloheptaindeno<2,1-d>pyrrol-11-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 11H-cycloheptaindeno<2,1-d>pyrrol-11-ol
  参考文献：
  名称：

  Reactions of (vinylimino)-λ⁵-phosphanes and related compounds. Part 29. Synthesis and chemical and structural properties of 11H-cyclohepta[b]indeno[2,1-d]pyrrole and acenaphtho[1,2-b]cyclohepta[d]pyrrole

  摘要：

  The reaction [(inden-3-yl)imino] - and [(acenaphthylen-1-yl)imino]-tributyl-lambda(5)-phosphanes with 2-chlorotropone gave novel 11H-cyclohepta[b]indeno[2,1-d]pyrrole 2 and acenaphtho[1,2-b]cyclo-hepta[d]pyrrole 5, respectively. A deuterium exchange reaction of 2 suggested the intermediacy of 18 pi electronic anion 3. Compound 2 was converted into 11H-cyclohepta[b]indeno[2,1-d]pyrrol-11-one 14 and -11-ol 13. These compounds are stable in acidic media-and no 16 pi electronic system 4 was observed. Compound 5 is composed of naphthalene and 1-azaazulene moieties. The reduction potentials and the basicities of 2, 13, 14 and 5 were measured to clarify their electronic properties and are discussed on the basis of AM1 calculations.

  DOI：

  10.1039/p19940002721
• 作为产物：
  描述：

  tributyl<(inden-3-yl)imino>-λ⁵-phosphane 在 chromium(VI) oxide 、 叔丁基过氧化氢 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 3.0h， 生成 11H-cycloheptaindeno<2,1-d>pyrrol-11-one
  参考文献：
  名称：

  Reactions of (vinylimino)-λ⁵-phosphanes and related compounds. Part 29. Synthesis and chemical and structural properties of 11H-cyclohepta[b]indeno[2,1-d]pyrrole and acenaphtho[1,2-b]cyclohepta[d]pyrrole

  摘要：

  The reaction [(inden-3-yl)imino] - and [(acenaphthylen-1-yl)imino]-tributyl-lambda(5)-phosphanes with 2-chlorotropone gave novel 11H-cyclohepta[b]indeno[2,1-d]pyrrole 2 and acenaphtho[1,2-b]cyclo-hepta[d]pyrrole 5, respectively. A deuterium exchange reaction of 2 suggested the intermediacy of 18 pi electronic anion 3. Compound 2 was converted into 11H-cyclohepta[b]indeno[2,1-d]pyrrol-11-one 14 and -11-ol 13. These compounds are stable in acidic media-and no 16 pi electronic system 4 was observed. Compound 5 is composed of naphthalene and 1-azaazulene moieties. The reduction potentials and the basicities of 2, 13, 14 and 5 were measured to clarify their electronic properties and are discussed on the basis of AM1 calculations.

  DOI：

  10.1039/p19940002721

文献信息

• Nitta Makoto, Iino Yukio, Kamata Kaoru, J. Chem. Soc. Perkin Trans. 1, (1994) N 19, S 2721-2725
  作者：Nitta Makoto, Iino Yukio, Kamata Kaoru

  DOI：——

  日期：——