9-diisopropylthiophosphorylanthracene | 1038535-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-diisopropylthiophosphorylanthracene
• 英文别名: 9-Diisopropylthiophosphorylanthracene；anthracen-9-yl-di(propan-2-yl)-sulfanylidene-λ5-phosphane
• CAS: 1038535-84-0
• 化学式: C₂₀H₂₃PS
• 分子量: 326.442
• InChiKey: JPBHLONKCYLCQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  9-diisopropylphosphanylanthracene 在 sulfur 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以72%的产率得到9-diisopropylthiophosphorylanthracene
  参考文献：
  名称：

  Structural and Variable-Temperature NMR Studies of 9-Diisopropylphosphanylanthracenes and 9,10-Bis(diisopropylphosphanyl)anthracenes and Their Oxidation Products

  摘要：

  The diisopropylphosphanyl-substituted anthracenes i-Pr(2)P(C(14)H(9)) (1a), i-Pr(2)P(C(14)H(8))Br (2a), and (i-Pr(2)P)(2)(C(14)H(8)) (3a) and some of their oxidation products were prepared from 9-bromoanthracene and 9,10-dibromoanthracene, respectively. Low-temperature (1)H NMR spectra of the 9-monophosphanyl-substituted anthracenes la and 2a are in accordance with a staggered conformer, while above room temperature dynamic processes occur. The low-temperature NMR spectrum of the 9,10-diphosphanylanthracene 3a indicates the presence of two different rotational isomers. The rotational barrier for la was determined from variable-temperature (1)H NMR spectra to be 56 kJ mol(-1) (Delta G(298K)). The crystal structure determinations show the solid-state conformers to be consistent with the prevailing conformer at low temperature.

  DOI：

  10.1021/jo800294e

文献信息

• Structural and Variable-Temperature NMR Studies of 9-Diisopropylphosphanylanthracenes and 9,10-Bis(diisopropylphosphanyl)anthracenes and Their Oxidation Products
  作者：Gerald Schwab、Daniel Stern、Dietmar Stalke

  DOI：10.1021/jo800294e

  日期：2008.7.1

  The diisopropylphosphanyl-substituted anthracenes i-Pr(2)P(C(14)H(9)) (1a), i-Pr(2)P(C(14)H(8))Br (2a), and (i-Pr(2)P)(2)(C(14)H(8)) (3a) and some of their oxidation products were prepared from 9-bromoanthracene and 9,10-dibromoanthracene, respectively. Low-temperature (1)H NMR spectra of the 9-monophosphanyl-substituted anthracenes la and 2a are in accordance with a staggered conformer, while above room temperature dynamic processes occur. The low-temperature NMR spectrum of the 9,10-diphosphanylanthracene 3a indicates the presence of two different rotational isomers. The rotational barrier for la was determined from variable-temperature (1)H NMR spectra to be 56 kJ mol(-1) (Delta G(298K)). The crystal structure determinations show the solid-state conformers to be consistent with the prevailing conformer at low temperature.