2,6-diphosphinonaphthalene-1,5-diol | 1487451-46-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,6-diphosphinonaphthalene-1,5-diol
• 英文别名: 2,6-Bis(phosphanyl)naphthalene-1,5-diol；2,6-bis(phosphanyl)naphthalene-1,5-diol
• CAS: 1487451-46-6
• 化学式: C₁₀H₁₀O₂P₂
• 分子量: 224.136
• InChiKey: SNBUMZJMKOLLRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-diphosphinonaphthalene-1,5-diol 、 N-苯基亚胺苄基氯 以 四氢呋喃 为溶剂， 反应 21.0h， 以11%的产率得到2,7-diphenylnaphtho[1,2-d:5,6-d′]bis(oxaphosphole)
  参考文献：
  名称：

  Fluorescent Heteroacenes with Multiply-Bonded Phosphorus

  摘要：

  An air-stable primary phosphine, 2,6-diphosphinonaphthalene-1,5-diol (4), has been synthesized and structurally characterized. A series of pi-conjugated heteroacenes containing two phosphaalkene (P=C) units, 2,7-R-2-naphtho[1,2-d:5,6-d']bi(soxaphosphole)s [R-2-NBOP, R = Bu-t (5a), Ad (513), and Ph (5c)], have been synthesized from reactions of 4 and benzimidoyl chlorides. These novel fluorescent analogues of organic acenes were characterized by multinuclear NMR, UV-vis, and fluorescence spectroscopy, cyclic voltammetry, and single-crystal X-ray diffraction experiments.

  DOI：

  10.1021/om400838g
• 作为产物：
  描述：

  tetraethyl-1,5-dihydroxynaphthalene-2,6-diylbis(phosphonate) 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以95.6%的产率得到2,6-diphosphinonaphthalene-1,5-diol
  参考文献：
  名称：

  Fluorescent Heteroacenes with Multiply-Bonded Phosphorus

  摘要：

  An air-stable primary phosphine, 2,6-diphosphinonaphthalene-1,5-diol (4), has been synthesized and structurally characterized. A series of pi-conjugated heteroacenes containing two phosphaalkene (P=C) units, 2,7-R-2-naphtho[1,2-d:5,6-d']bi(soxaphosphole)s [R-2-NBOP, R = Bu-t (5a), Ad (513), and Ph (5c)], have been synthesized from reactions of 4 and benzimidoyl chlorides. These novel fluorescent analogues of organic acenes were characterized by multinuclear NMR, UV-vis, and fluorescence spectroscopy, cyclic voltammetry, and single-crystal X-ray diffraction experiments.

  DOI：

  10.1021/om400838g

文献信息

• Fluorescent Heteroacenes with Multiply-Bonded Phosphorus
  作者：Feng Li Laughlin、Nihal Deligonul、Arnold L. Rheingold、James A. Golen、Brynna J. Laughlin、Rhett C. Smith、John D. Protasiewicz

  DOI：10.1021/om400838g

  日期：2013.12.9

  An air-stable primary phosphine, 2,6-diphosphinonaphthalene-1,5-diol (4), has been synthesized and structurally characterized. A series of pi-conjugated heteroacenes containing two phosphaalkene (P=C) units, 2,7-R-2-naphtho[1,2-d:5,6-d']bi(soxaphosphole)s [R-2-NBOP, R = Bu-t (5a), Ad (513), and Ph (5c)], have been synthesized from reactions of 4 and benzimidoyl chlorides. These novel fluorescent analogues of organic acenes were characterized by multinuclear NMR, UV-vis, and fluorescence spectroscopy, cyclic voltammetry, and single-crystal X-ray diffraction experiments.