(diphenylmethylene)triphenylphosphorane | 22880-58-6

• 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: (diphenylmethylene)triphenylphosphorane
• 英文别名: Phosphonium, (diphenylmethyl)triphenyl-, bromide；benzhydrylidene(triphenyl)-λ5-phosphane
• CAS: 22880-58-6
• 化学式: C₃₁H₂₅P
• 分子量: 428.513
• InChiKey: LBVBWNIYTSGDNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  (diphenylmethylene)triphenylphosphorane 在 sulfur 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 二苯基甲烷硫酮
  参考文献：
  名称：

  Reaction of Thiobenzophenones with Norbornadiene: Unusual Formation of a Seven-membered Cyclic Sulfide

  摘要：

  Reaction of thiobenzophenone with 2,5-norbornadiene afforded an unusual seven-membered cyclic sulfide whereas 4,4'-dimethoxythiobenzophenone reacted with 2,5-norbornadiene to afford the corresponding quinone derivative via [4+2] type cycloaddition reaction. The mechanisms of these reactions are discussed.

  DOI：

  10.3987/com-97-7797
• 作为产物：
  描述：

  diphenyldiazomethane triphenylphosphazine 生成 (diphenylmethylene)triphenylphosphorane
  参考文献：
  名称：

  Staudinger; Meyer,J., Helvetica Chimica Acta, 1919, vol. 2, p. 644

  摘要：

  DOI：

文献信息

• Metal-Free Hydrogenation of Electron-Poor Allenes and Alkenes
  作者：Blanca Inés、David Palomas、Sigrid Holle、Sebastian Steinberg、Juan A. Nicasio、Manuel Alcarazo

  DOI：10.1002/anie.201205348

  日期：2012.12.3

  The poorer, the better: A metal‐free catalytic procedure for the reduction of electron‐poor allenes and alkenes has been developed. The method employs a frustrated Lewis pair based catalyst. 1,4‐Diazabicyclo[2.2.2]octane (DABCO)/B(C6F5)3 was shown to be the best combination in optimization studies.

  越差越好：已开发出一种用于减少电子贫乏的烯和烯烃的无金属催化方法。该方法使用沮丧的路易斯对基催化剂。1,4-二氮杂双环[2.2.2]辛烷（DABCO）/ B（C 6 F 5）3被证明是优化研究的最佳组合。
• Reactions of Alkylidenetriphenylphosphoranes with Sulfur
  作者：Hirokazu Tokunaga、Kin-ya Akiba、Naoki Inamoto

  DOI：10.1246/bcsj.45.506

  日期：1972.2

  Reaction of diarylmethylenetriphenylphosphoranes with sulfur gave thiobenzophenones and triphenylphosphine sulfide in good yields. Reaction of benzylidenetriphenylphosphoranes with sulfur gave triphenylphosphine sulfide and 5,7-diphenyl-l,2,3,4,6-pentathiepane. More active alkylidenetriphenylphosphoranes such as isopropylidene- or sec-butylidenetriphenylphosphorane gave the corresponding phosphonium

  二芳基亚甲基三苯基膦与硫的反应以良好的产率得到噻吩二苯酮和硫化三苯基膦。亚苄基三苯基膦与硫的反应得到三苯基硫化膦和 5,7-二苯基-1,2,3,4,6-五硫杂环庚烷。更活泼的亚烷基三苯基正膦如异丙叉或仲亚丁基三苯基正膦产生相应的含硫原子的鏻甜菜碱或通过甜菜碱的空气氧化和水解产生的鏻盐。α-苯甲酰基苄叉三苯基正膦不与硫反应。简要讨论了亚烷基正膦对硫的反应性。
• Synthesis of Amorphous Diarylethenes Having Diphenylethenyl Substituents
  作者：Myeong-Suk Kim、Tsuyoshi Kawai、Masahiro Irie

  DOI：10.1246/cl.2000.1188

  日期：2000.10

  1,2-Bis(2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene derivatives having diphenylethenyl substituents at 6- and 6′-positions of the benzothiophene rings were synthesized. The mono and disubstituted derivatives formed an amorphous state and the glass transition temperatures were observed at 67 °C and 92 °C, respectively. Reversible photocyclization reactions were observed in the amorphous state

  合成了在苯并噻吩环的 6-和 6'-位具有二苯基乙烯基取代基的 1,2-双(2-甲基-1-苯并噻吩-3-基)全氟环戊烯衍生物。单取代和二取代衍生物形成无定形状态，玻璃化转变温度分别为 67 °C 和 92 °C。在无定形状态下观察到可逆的光环化反应。
• Generation of Thiosulfines by Dithiation of Diarylmethylenetriphenylphosphoranes
  作者：Kentaro Okuma、Masashi Shimasaki、Kazuki Kojima、Hiroshi Ohta、Renji Okazaki

  DOI：10.1246/cl.1993.1599

  日期：1993.9

  Reaction of phosphonium ylides with excess sulfur afforded the corresponding thiosulfines, which were trapped with maleic anhydride to give the corresponding cycloadducts (1,2-dithiolanes) in good yields. Intermediary thiosulfines were also formed by sulfurization of thiobenzophenones with elemental sulfur to give the 1,2-dithiolanes in moderate yields.

  磷阳离子与过量硫反应生成相应的硫代亚磺酸盐，这些硫代亚磺酸盐与马来酸酐反应生成相应的环加成物（1,2-二噁烷）且收率良好。通过与元素硫反应使硫苯基酮硫化，同样也形成了中间体硫代亚磺酸盐，从而以中等收率得到1,2-二噁烷。
• Stereoselective synthesis of trans olefins by the reaction of Wittig reagents with selenium. Formation of selenocarbonyl compounds
  作者：Kentaro Okuma、Jun-ichi Sakata、Yuji Tachibana、Takumi Honda、Hiroshi Ohta

  DOI：10.1016/s0040-4039(00)96936-3

  日期：——

  Wittig reagents were successfully changed to symmetrical olefins when treated with elemental selenium. The reaction proceeds through a selenocarbonyl intermediate, which existence was confirmed by Diels-Alder reaction.

  用元素硒处理后，维蒂希试剂成功地转变为对称烯烃。反应通过硒代羰基中间体进行，这通过Diels-Alder反应确认。