1-diphenylphosphinohex-5-ene | 113619-46-8

• 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-diphenylphosphinohex-5-ene
• 英文别名: 5-hexenyldiphenylphosphine；Hex-5-enyl(diphenyl)phosphane
• CAS: 113619-46-8
• 化学式: C₁₈H₂₁P
• 分子量: 268.338
• InChiKey: IXYMVAZHDXUTOE-UHFFFAOYSA-N

物化性质

• 沸点：
  370.1±21.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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-diphenylphosphinohex-5-ene 在 Grubbs catalyst first generation Pd/C 作用下， 以 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 trans-PtCl(C6F5)(PPh2(CH2)10PPh2)
  参考文献：
  名称：

  过渡金属配位球中的烯烃复分解：环尺寸和取代对加入方形平面铂络合物反式位置的大环化效率的影响

  摘要：

  KPPh 2与Br（CH 2）n CH CH 2的反应生成膦PPh 2（CH 2）n CH CH 2（n = a，4; b，6; c，8; d，9; 95-41％ ），将其与四氢噻吩铂配合物[Pt（μ-Cl）（C 6 F 5）（S（CH 2 CH 2-）2）] 2合并，得到反式-（Cl）（C 6 F 5）Pt （PPh2（CH 2）n CH CH 2）2（3a - d，71-54％）。当用格鲁布斯的催化剂处理时，会发生闭环烯烃复分解反应，生成具有跨跨二膦配体（96-85％，包括一些二聚或低聚副产物）的13至23元大环。将C C异构体的混合物加氢（1 atm，10％Pd / C）得到（6a - d），将其分离出来，产率为72-50％。使用（1）第二代二氢咪唑基亚基Grubbs催化剂和（2）衍生自二甲基化膦Ph 2的一系列化合物可获得可比的结果。P（CH 2）2 C（CH 3）2（CH 2）3

  DOI：

  10.1021/om034121u
• 作为产物：
  描述：

  二苯基膦 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 1-diphenylphosphinohex-5-ene
  参考文献：
  名称：

  Investigation of the purity of alkali metal diphenylphosphides and their reactions with organic halides. Evidence for single electron transfer

  摘要：

  For the first time the purity of lithium, sodium, and potassium diphenylphosphide, prepared by various methods, has been evaluated using P-31 NMR spectroscopy. A method was developed to prepare each of the phosphides in a high state of purity. Highly pure potassium diphenylphosphide was then allowed to react with p-iodotoluene in order to determine the effect of purity on the S(RN)1 nature of this reaction. The results were then compared with literature reports which used less pure KPPh2. The mechanism of reaction of alkyl halides with pure alkali metal diphenylphosphides, using the radical probes 6-halo-5,5-dimethyl-1-hexenes and 1-halo-2,2-dimethylhexanes, was investigated. The results provide the first evidence to support single electron transfer (SET) in the reaction of an alkali metal diphenylphosphide with an alkyl halide. SET was found to be the major reaction pathway in the reaction of hindered alkyl iodides (neopentyl type). On the other hand, SET was found to be a minor pathway in the reaction of the corresponding alkyl bromides and chlorides with PPh2-. There was no evidence found for SET in the reactions of unhindered alkyl halides with PPh2- although SET participation cannot be rigorously excluded.

  DOI：

  10.1021/jo00073a051

文献信息

• Chelation control in the hydroformylation of terminal alkenes
  作者：W. Roy Jackson、Patrick Parlmutter、Guem-Hee Suh

  DOI：10.1039/c39870000724

  日期：——

  Hydroformylation of phosphine-bearing terminal alkenes can lead to a complete reversal of regioselection to that observed for simpler alkenes.

  含膦的末端烯烃的加氢甲酰化可导致区域选择的完全逆转，这与较简单的烯烃所观察到的完全相同。
• Jackson, W. Roy; Perlmutter, Patrick; Suh, Guem-Hee, Australian Journal of Chemistry, 1991, vol. 44, # 7, p. 951 - 966
  作者：Jackson, W. Roy、Perlmutter, Patrick、Suh, Guem-Hee、Tasdelen, E. Elizabeth

  DOI：——

  日期：——
• Wang, I-Hsiung; Wermer, Paul H.; Dobson, Charles B., Inorganica Chimica Acta, 1991, vol. 183, p. 31 - 38
  作者：Wang, I-Hsiung、Wermer, Paul H.、Dobson, Charles B.、Dobson, Gerard R.

  DOI：——

  日期：——