<(acenaphthylen-1-yl)imino>tributyl-λ⁵-phosphane | 138711-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 吖萘类
• 英文名称: <(acenaphthylen-1-yl)imino>tributyl-λ⁵-phosphane
• 英文别名: (1-acenaphthylenylimino)tributylphosphorane；[(Acenaphthylen-1-yl)imino](tributyl)-lambda~5~-phosphane；acenaphthylen-1-ylimino(tributyl)-λ5-phosphane
• CAS: 138711-23-6
• 化学式: C₂₄H₃₄NP
• 分子量: 367.514
• InChiKey: LBGCDUXAYUVZAA-UHFFFAOYSA-N

物化性质

• 沸点：
  513.7±53.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-氯-2,4,6-环庚三烯-1-酮 、 <(acenaphthylen-1-yl)imino>tributyl-λ⁵-phosphane 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以89%的产率得到acenaphtho<1,2-b>cycloheptapyrrole
  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：

  苊烯 在 碘叠氮化物 、 1,8-diazabicycloundecene 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 <(acenaphthylen-1-yl)imino>tributyl-λ⁵-phosphane
  参考文献：
  名称：

  关于（乙烯基乙烯基）磷光烷与相关化合物的反应。5-氮杂氮烯衍生物的短的新合成

  摘要：

  通过在一个烧瓶操作中使2-甲酰基-6-二甲基氨基富勒烯与数个苯基取代的（乙烯基酰亚胺）磷杂环戊烷反应来完成苯基取代的和稠合的5-氮杂氮烯环系统的简便合成。

  DOI：

  10.1016/s0040-4039(00)93587-1

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：——
• On the reaction of (vinylimino)phosphoranes and related compounds. A short new synthesis of 5-azaazulene derivatives
  作者：Makoto Nitta、Yukio Iino、Satoshi Mori

  DOI：10.1016/s0040-4039(00)93587-1

  日期：1991.11

  The facile synthesis of phenyl-substituted and condenced 5-azaazulene ring systems was accomplished by the reaction of 2-formyl-6-dimethylaminofulvene with several phenyl-substituted (vinylimino)phosphoranes in one-flask operation.

  通过在一个烧瓶操作中使2-甲酰基-6-二甲基氨基富勒烯与数个苯基取代的（乙烯基酰亚胺）磷杂环戊烷反应来完成苯基取代的和稠合的5-氮杂氮烯环系统的简便合成。
• 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
  作者：Makoto Nitta、Yukio Iino、Kaoru Kamata

  DOI：10.1039/p19940002721

  日期：——

  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.