tri(1-naphthyl)-phosphine selenide | 29725-09-5

• 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: tri(1-naphthyl)-phosphine selenide
• 英文别名: Tri(1-naphthyl)phosphine selenide；trinaphthalen-1-yl(selanylidene)-λ5-phosphane
• CAS: 29725-09-5
• 化学式: C₃₀H₂₁PSe
• 分子量: 491.43
• InChiKey: AKUTXQZYJOEUIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.52
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• 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

• 作为产物：
  描述：

  三(1-萘基)膦 在 selenium 作用下， 以 二氯甲烷 为溶剂， 生成 tri(1-naphthyl)-phosphine selenide
  参考文献：
  名称：

  三（1-萘基）膦、三（2-萘基）膦及其硫属化物的极性和构象分析

  摘要：

  摘要 在B3PW91/6-311++G(df,p ) 理论水平。在溶液中，三（1-萘基）膦更喜欢单一的构象异构体，在磷上的取代基具有gauche , gauche , gauche取向。三（2-萘基）膦以及两种膦硫属元素化物均以多种形式的平衡混合物存在，取代基呈螺旋桨式排列，C sp 2 ‒ C sp 2 呈顺式或斜纹取向 和 P=X (X = LEP, O, S, Se) 键。

  DOI：

  10.1134/s1070428021080030

文献信息

• X-ray structures and oxidative electrochemistry of phosphine sulfides and phosphine selenides
  作者：Margaret A. Tiedemann、Chelsea L. Mandell、Benny C. Chan、Chip Nataro

  DOI：10.1016/j.ica.2014.06.004

  日期：2014.10

  A variety of mono- and bisphosphine sulfides and selenides were synthesized and structurally characterized by NMR spectroscopy. In addition, the X-ray crystal structures were determined for eleven of these compounds. The percent buried volume was determined from the X-ray structures and the use of this measurement in estimating the steric bulk in phosphine sulfides and selenides was further developed. The oxidation of the mono-and bisphosphine chalcogenides was examined using cyclic voltammetry in methylene chloride and acetonitrile. The solvent had little effect on the observed trends in the potentials at which oxidation occurred. Both the mono-and bisphosphine chalcogenides display an irreversible oxidative wave. Many of the phosphine selenides also display a follow-up, irreversible reductive wave indicative of the formation of a Se-Se bond upon oxidation. However, the products for the oxidation of the phosphine selenides could not be isolated by chemical oxidation. The potential at which oxidation of the phosphine sulfides occurs is more positive than the analogous phosphine selenides. (C) 2014 Elsevier B.V. All rights reserved.
• Polarity and Conformational Analysis of Tri(1-naphthyl)phosphine, Tri(2-naphthyl)phosphine, and Their Chalcogenides
  作者：A. A. Kuznetsova、D. V. Chachkov、N. A. Belogorlova、V. A. Kuimov、S. F. Malysheva、Ya. A. Vereshchagina

  DOI：10.1134/s1070428021080030

  日期：2021.8

  structure of tri(1- or 2-naphthyl)phosphines and their chalcogenides were determined by the methods of dipole moments, IR spectroscopy, and DFT quantum-chemical calculations at the B3PW91/6-311++G(df,p) level of theory. In solution, tri(1-naphthyl)phosphine prefers a single conformer with a gauche,gauche,gauche orientation of the substituents at the phosphorus. Tri(2-naphthyl)phosphine, as well as both

  摘要 在B3PW91/6-311++G(df,p ) 理论水平。在溶液中，三（1-萘基）膦更喜欢单一的构象异构体，在磷上的取代基具有gauche , gauche , gauche取向。三（2-萘基）膦以及两种膦硫属元素化物均以多种形式的平衡混合物存在，取代基呈螺旋桨式排列，C sp 2 ‒ C sp 2 呈顺式或斜纹取向 和 P=X (X = LEP, O, S, Se) 键。