tributyl<(inden-3-yl)imino>-λ⁵-phosphane | 127091-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: tributyl<(inden-3-yl)imino>-λ⁵-phosphane
• 英文别名: (inden-3-ylimino)tributylphosphorane；tributyl(inden-3-ylimino)phosphorane；tributyl(3H-inden-1-ylimino)-lambda5-phosphane；tributyl(3H-inden-1-ylimino)-λ5-phosphane
• CAS: 127091-10-5
• 化学式: C₂₁H₃₄NP
• 分子量: 331.481
• InChiKey: ZNPQNOGMMHAUTH-UHFFFAOYSA-N

物化性质

• 沸点：
  455.9±53.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  tributyl<(inden-3-yl)imino>-λ⁵-phosphane 在 盐酸 作用下， 以 苯 为溶剂， 反应 1.0h， 以65%的产率得到1-茚酮
  参考文献：
  名称：

  Nitta, Makoto; Ohnuma, Manami; Iino, Yukio, Journal of the Chemical Society. Perkin transactions I, 1991, # 5, p. 1115 - 1118

  摘要：

  DOI：
• 作为产物：
  描述：

  三丁基膦 、 3-azido-1H-indene 以 甲苯 为溶剂， 生成 tributyl<(inden-3-yl)imino>-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

• On the reaction of (vinylimino)phosphorane and related compounds. 22. Syntheses and structural studies of methanocycloundeca[b]pyrrole ring systems
  作者：Nobuhiro Kanomata、Kenichi Kamae、Yukio Iino、Makoto Nitta

  DOI：10.1021/jo00046a010

  日期：1992.9

  Novel 2-phenyl-6,11- and 2-phenyl-4,9-methanocycloundeca[b]pyrroles (15a and 16a) were synthesized in moderate yields by the reaction of 3,8-methano[11]annulenone (3), a 10pi-electron vinylogue of tropone, with [(l-phenylvinyl)imino]triphenylphosphorane (8a) and subsequent dehydrogenation. Similarly, the reaction of the annulenone 3 with (inden-3-ylimino)tributylphosphorane (8c) and subsequent aromatization afforded 7,12- and 9,14-methano-15H-cycloundeca[b]indeno[2,3-d]pyrroles (15c and 16c), which also have methanocycloundeca[b]pyrrole ring systems. Preparation of 2-phenyl-5,10-methanocycloundeca[b]pyrrole (17), an isomer of both 15a and 16a, was also accomplished in low yield by the reaction of 4,9-methano[ll]annulenone (5) with an excess of [(1-phenylvinyl)imino]tributylphosphorane (8d). The reactivity of annulenone 5 with (vinylimino)phosphoranes was found to be quite low as compared to the higher reactivity of annulenone 3 and tropone. Compounds 15a,c, 16a,c, and 17 are the first nitrogen analogues of cyclopentacycloundecene ring systems which have vinylogous structures of 1-azaazulene. Structures of the products obtained were examined by H-1 NMR spectra and UV spectra. The H-1 NMR spectra clarified that the compounds 15a,c, 16a,c, and 17 are aromatic molecules having a diatropic 14pi-electron system, and 5,10-methano derivative 17 has a more diatropic nature than the compounds 15a,c and 16a,c. The UV spectra of 15a,c, 16a,c, and 17 exhibited increased cyclic conjugation of the aromatic perimeter according to a bathochromic shift of the longest absorption maxima as compared to the corresponding 1-azaazulene derivatives.
• 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.
• NITTA, MAKOTO;OHNUMA, MANAMI;IINO, YUKIO, J. CHEM. SOC. PERKIN TRANS. 1,(1991) N, C. 1115-1118
  作者：NITTA, MAKOTO、OHNUMA, MANAMI、IINO, YUKIO

  DOI：——

  日期：——
• 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：——
• Nitta, Makoto; Ohnuma, Manami; Iino, Yukio, Journal of the Chemical Society. Perkin transactions I, 1991, # 5, p. 1115 - 1118
  作者：Nitta, Makoto、Ohnuma, Manami、Iino, Yukio

  DOI：——

  日期：——