2-(p-bromophenyl)-1,3-benzoxaphosphole | 1220997-23-8

• 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: 2-(p-bromophenyl)-1,3-benzoxaphosphole
• 英文别名: 2-(4-Bromophenyl)-1,3-benzoxaphosphole；2-(4-bromophenyl)-1,3-benzoxaphosphole
• CAS: 1220997-23-8
• 化学式: C₁₃H₈BrOP
• 分子量: 291.084
• InChiKey: WVDJKNBWAHXJBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙腈(五羰基)钨(0) 、 2-(p-bromophenyl)-1,3-benzoxaphosphole 以 四氢呋喃 为溶剂， 反应 18.25h， 以42%的产率得到η¹-[2-(p-bromophenyl)-1,3-benzoxaphosphole-P]pentacarbonyl tungsten(0)
  参考文献：
  名称：

  1,3-苯并恶唑磷的五羰基钨络合物

  摘要：

  2-R-1,3-苯并恶唑磷（R-BOPs）是具有低配位磷中心的荧光共轭材料的例子。一系列2-（p -XC 6 H 4）-BOP（X = H，Cl，Br，Me，OMe）与[W（CO）5（NCMe）]反应生成晶体络合物[W（CO）5（2-Ar-BOP）]（2a - e）。所有配合物均通过NMR光谱和单晶X射线衍射表征。晶体结构都显示出BOP配体的广泛π堆积和CO基团的齿轮锁定。发现将保护性[W（CO）5 ]基团加到BOP上可显着减少BOP部分的荧光。

  DOI：

  10.1016/j.jorganchem.2017.08.021
• 作为产物：
  描述：

  N-(4-bromophenyl)benzimidoyl chloride 、 邻羟基苯基膦 以 四氢呋喃 为溶剂， 反应 36.0h， 以44%的产率得到2-(p-bromophenyl)-1,3-benzoxaphosphole
  参考文献：
  名称：

  Phosphorus Can Also Be a “Photocopy”

  摘要：

  The syntheses of benzoxaphospholes and new benzobisoxaphospholes that display blue fluorescence are presented. The latter compounds were accessed by the use of a new precursor, 2,5-diphosphinohydroquinone. The new compounds were fully characterized, including a structural study of 2,6-tert-butylbenzo[1,2-d;4,5-d']bisoxaphosphole. Quantum yields for photoluminescence were determined for a series of compounds. These materials feature bona fide P=C p-p pi bonds suitable for conjugated materials having phosphorus as a participatory atom and can thus "photocopy" the properties of other conjugated organic molecules.

  DOI：

  10.1021/ja1009426

文献信息

• Phosphorus Can Also Be a “Photocopy”
  作者：Marlena P. Washington、Vittal B. Gudimetla、Feng L. Laughlin、Nihal Deligonul、Susan He、John L. Payton、M. Cather Simpson、John D. Protasiewicz

  DOI：10.1021/ja1009426

  日期：2010.4.7

  The syntheses of benzoxaphospholes and new benzobisoxaphospholes that display blue fluorescence are presented. The latter compounds were accessed by the use of a new precursor, 2,5-diphosphinohydroquinone. The new compounds were fully characterized, including a structural study of 2,6-tert-butylbenzo[1,2-d;4,5-d']bisoxaphosphole. Quantum yields for photoluminescence were determined for a series of compounds. These materials feature bona fide P=C p-p pi bonds suitable for conjugated materials having phosphorus as a participatory atom and can thus "photocopy" the properties of other conjugated organic molecules.
• Tungsten pentacarbonyl complexes of 1,3-benzoxaphospholes
  作者：Alexandra B. Grimm、Sloane Evariste、Arnold L. Rheingold、Curtis E. Moore、John D. Protasiewicz

  DOI：10.1016/j.jorganchem.2017.08.021

  日期：2017.11

  fluorescent conjugated materials possessing low coordinate phosphorus centers. A series of 2-(p-XC6H4)-BOPs (X = H, Cl, Br, Me, OMe) react with [W(CO)5(NCMe)] to produce the crystalline complexes [W(CO)5(2-Ar-BOP)] (2a-e). All complexes were characterized by NMR spectroscopy and by single crystal X-ray diffraction. The crystal structures all displayed extensive π-stacking of the BOP ligands and gear locking

  2-R-1,3-苯并恶唑磷（R-BOPs）是具有低配位磷中心的荧光共轭材料的例子。一系列2-（p -XC 6 H 4）-BOP（X = H，Cl，Br，Me，OMe）与[W（CO）5（NCMe）]反应生成晶体络合物[W（CO）5（2-Ar-BOP）]（2a - e）。所有配合物均通过NMR光谱和单晶X射线衍射表征。晶体结构都显示出BOP配体的广泛π堆积和CO基团的齿轮锁定。发现将保护性[W（CO）5 ]基团加到BOP上可显着减少BOP部分的荧光。