9-diisopropylphosphorylanthracene | 1038535-82-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-diisopropylphosphorylanthracene
• 英文别名: 9-Di(propan-2-yl)phosphorylanthracene；9-di(propan-2-yl)phosphorylanthracene
• CAS: 1038535-82-8
• 化学式: C₂₀H₂₃OP
• 分子量: 310.376
• InChiKey: BMFAAJWZQBFSBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tris(hexafluoroacetylacetonato)europium(III) dihydrate 、 9-diisopropylphosphorylanthracene 以 甲醇 为溶剂， 以55%的产率得到tris(hexafluoroacetylacetonato)europium(III) bis(9-diisopropylphosphorylanthracene)
  参考文献：
  名称：

  Intra-Complex Energy Transfer of Europium(III) Complexes Containing Anthracene and Phenanthrene Moieties

  摘要：

  Laser excitation and luminescence studies were carried out for an ethanol solution of tris(hexafluoroacetylacetonato)europium(III), Eu(hfac)(3)(H(2)O)(2) (1), and n-hexane solutions of tris(hexafluoroacetylacetonato)europium(III) bis(9-diisopropylphosphorylanthracene), Eu(hfac)(3)(DiPAnO)(2) (2), and tris(hexafluoroacetylacetonato)europium(III) bis(2-diisopropylphosphorylphenanthrene), Eu(hfac)(3)(DiPPheO)(2) (3). The absorption spectra of 2 and 3 in n-hexane are interpreted by assuming that the central Eu(III) ion weakly interacts with the DiPAnO and DiPPheO moieties. The emission spectroscopic studies revealed that (1) Eu(hfac)(3)(DiPAnO)(2) emitts only fluorescence from the DiPAnO moiety and (2) Eu(hfac)(3)(DiPPheO)(2) gives luminescence from the central Eu(III) ion, and (3) Eu(hfa)(3)(H(2)O)(2) and Eu(hfac)(3)(DiPPheO)(2) afford emission from both the (5)D(1) and (5)D(0) states of the Eu(III) ion upon 355 nm laser excitation. The intracomplex energy transfer processes are presented oil the basis of absorption, emission and laser excitation studies.

  DOI：

  10.1021/jp905160w
• 作为产物：
  描述：

  9-diisopropylphosphanylanthracene 在 双氧水 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 2.0h， 以85%的产率得到9-diisopropylphosphorylanthracene
  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.
• Intra-Complex Energy Transfer of Europium(III) Complexes Containing Anthracene and Phenanthrene Moieties
  作者：Masahisa Osawa、Mikio Hoshino、Tatsuo Wada、Fumi Hayashi、Shuichi Osanai

  DOI：10.1021/jp905160w

  日期：2009.10.15

  Laser excitation and luminescence studies were carried out for an ethanol solution of tris(hexafluoroacetylacetonato)europium(III), Eu(hfac)(3)(H(2)O)(2) (1), and n-hexane solutions of tris(hexafluoroacetylacetonato)europium(III) bis(9-diisopropylphosphorylanthracene), Eu(hfac)(3)(DiPAnO)(2) (2), and tris(hexafluoroacetylacetonato)europium(III) bis(2-diisopropylphosphorylphenanthrene), Eu(hfac)(3)(DiPPheO)(2) (3). The absorption spectra of 2 and 3 in n-hexane are interpreted by assuming that the central Eu(III) ion weakly interacts with the DiPAnO and DiPPheO moieties. The emission spectroscopic studies revealed that (1) Eu(hfac)(3)(DiPAnO)(2) emitts only fluorescence from the DiPAnO moiety and (2) Eu(hfac)(3)(DiPPheO)(2) gives luminescence from the central Eu(III) ion, and (3) Eu(hfa)(3)(H(2)O)(2) and Eu(hfac)(3)(DiPPheO)(2) afford emission from both the (5)D(1) and (5)D(0) states of the Eu(III) ion upon 355 nm laser excitation. The intracomplex energy transfer processes are presented oil the basis of absorption, emission and laser excitation studies.