1-phenyl-2,3-dihydro-1H-phosphole | 28278-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-phenyl-2,3-dihydro-1H-phosphole
• 英文别名: 1-phenylphosphol-3-ene；1-phenyl-2,5-dihydro-1H-phosphole；2,5-dihydro-1-phenyl-1H-phosphole；1-Phenyl-2,5-dihydro-1H-phosphole；1-phenyl-2,5-dihydrophosphole
• CAS: 28278-54-8
• 化学式: C₁₀H₁₁P
• mdl: MFCD08457455
• 分子量: 162.171
• InChiKey: DIDYFHDMZBSXIN-UHFFFAOYSA-N

物化性质

• 沸点：
  254.9±20.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-phenyl-2,3-dihydro-1H-phosphole 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1,syn-8-Diphenyl-3a,4,7,7a-tetrahydro-4,7-phosphinidene-1(H)-phosphindole 1,8-Dioxide
  参考文献：
  名称：

  Maerkl,G.; Potthast,R., Tetrahedron Letters, 1968, # 14, p. 1755 - 1758

  摘要：

  DOI：
• 作为产物：
  描述：

  1-phenyl-3-phospholene 1-sulfide 在 n 作用下， 以 四氢呋喃 为溶剂， 生成 1-phenyl-2,3-dihydro-1H-phosphole
  参考文献：
  名称：

  [Cp 2 ZrHCl] n在磷化学中有用的还原剂

  摘要：

  描述了用[Cp 2 ZrHCl] n选择性还原PO，PS，>CC<，CO键，以及卤化物交换的方法。

  DOI：

  10.1016/s0040-4039(97)01365-8

文献信息

• Reactivity of allyl anions of allylphosphine-boranes towards electrophiles
  作者：Marek Stankevic、Kazimierz Michał Pietrusiewicz、Marcin Siek

  DOI：10.3998/ark.5550190.0012.511

  日期：——

  The reactivity of mesomeric carbanions derived from allylphosphine-boranes varies as a function of electrophile. Small sp 3 -electrophiles react predominantly at the carbon atom whereas bulky sp 3 -electrophiles and carbonyl compounds react mainly at the carbon. In the case of electrondeficient aldehydes reduction of carbonyl group and formation of the corresponding alcohols is observed. This is attributed

  衍生自烯丙基膦-硼烷的中间体碳负离子的反应性随亲电子试剂的不同而变化。小的 sp 3 -亲电试剂主要在碳原子上反应，而大的 sp 3 -亲电试剂和羰基化合物主要在碳原子上反应。在缺电子醛的情况下，观察到羰基的还原和相应醇的形成。这归因于衍生自烯丙基膦-硼烷的碳负离子的弱还原特性，其内消旋形式类似于改性硼氢化物的结构。
• Synthesis of unprotected and borane-protected cyclic phosphines using Ru? and Mo? based olefin metathesis catalystsThis is one of a number of contributions from the current members of the Dyson Perrins Laboratory to mark the end of almost 90 years of organic chemistry research in that building, as all its current academic staff move across South Parks Road to a new purpose-built laboratory.
  作者：Catherine A. Slinn、Alison J. Redgrave、S. Lucy Hind、Chris Edlin、Steven P. Nolan、Veronique Gouverneur

  DOI：10.1039/b306940k

  日期：——

  closing metathesis (RCM) reactions to synthesise cyclic phosphines protected as their borane complexes. The compatibility of the Schrock Mo-catalyst and the N-heterocyclic carbene Ru-catalysts with this class of substrates is particularly noteworthy as asymmetric RCM (ARCM) is now emerging as a new tool for the preparation of homochiral phosphines. One of the key results is that the Mo-catalyst allows the

  钌和钼基催化剂可用于闭环复分解（RCM）反应中，以合成被保护为硼烷络合物的环状膦。Schrock Mo催化剂和N-杂环卡宾Ru催化剂与这类底物的相容性特别值得注意，因为不对称RCM（ARCM）现已成为制备高手性膦的新工具。关键结果之一是，钼催化剂可以使未保护的二烯丙基苯膦以95％的转化率闭环。
• Choice of strategies for the divergent synthesis of phosphorus-containing dendrons, depending on the function located at the core
  作者：Vale´rie Maraval、Delphine Pre´vôte´–Pinet、Re´gis Laurent、Anne-Marie Caminade、Jean-Pierre Majoral

  DOI：10.1039/b001835j

  日期：——

  The use of divergent strategies is a fruitful approach for the synthesis of phosphorus-containing dendrons (dendritic wedges). Different synthetic processes have been devised, depending on the type of function located at the core (alkenyl groups, pyridine derivatives, chloromethyl or azidomethyl groups). In all cases, the divergent strategy easily allows one to have very reactive functional groups

  发散策略的使用是合成含磷树突（树枝状楔形物）的一种富有成果的方法。根据位于核心的功能类型（烯基，吡啶衍生物，氯甲基或叠氮基甲基），已设计出不同的合成方法。在所有情况下，发散策略都容易使人在树枝状分子的表面上具有非常活泼的官能团，例如P–Cl，胺，膦或醛基。
• Metathesis of phosphorus-containing olefins catalysed by a cyclometallated aryloxo(chloro)neopentylidene–tungsten complex
  作者：Michel Leconte、Isabella Jourdan、Salvatore Pagano、Frédéric Lefebvre、Jean-Marie Basset

  DOI：10.1039/c39950000857

  日期：——

  A cyclometallated O,O′-diphenyl aryloxy(chloro)neopentylidene–tungsten complex [graphic omitted]r)(OAr)(CHCMe3)Cl(OEt2)1 is able to carry out metathesis of phosphorous containing olefins; diallylphenyl phosphane is metathetized intramolecularly to give the corresponding phospholene derivative 2 and allyldiphenyl phosphane gives the corresponding bisphosphane 3.

  环金属化的 O,Oâ²-二苯基芳氧基（氯）新亚戊基钨络合物[图略]r)(OAr)(CHCMe3)Cl(OEt2)1 能够对含磷烯烃进行偏析；二烯丙基苯基膦烷通过分子内偏析得到相应的磷烯衍生物 2，而烯丙基二苯基膦烷则得到相应的双膦烷 3。
• Zablocka, Maria; Boutonnet, Florence; Igau, Alain, Angewandte Chemie, 1993, vol. 105, # 12, p. 1846 - 1848
  作者：Zablocka, Maria、Boutonnet, Florence、Igau, Alain、Dahan, Francoise、Majoral, Jean Pierre、Pietrusiewicz, K. Michal

  DOI：——

  日期：——