5-Hydroxytetracyclo[8.8.1.03,8.012,17]nonadeca-3(8),4,6,12,14,16-hexaen-19-one | 425365-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 5-Hydroxytetracyclo[8.8.1.03,8.012,17]nonadeca-3(8),4,6,12,14,16-hexaen-19-one
• CAS: 425365-19-1
• 化学式: C₁₉H₁₈O₂
• 分子量: 278.351
• InChiKey: OWINJUNNGHIVHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Hydroxytetracyclo[8.8.1.03,8.012,17]nonadeca-3(8),4,6,12,14,16-hexaen-19-one 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 96.0h， 生成 6'-Methylsulfanylspiro[1,3-dioxolane-2,19'-tetracyclo[8.8.1.03,8.012,17]nonadeca-3,5,7,12,14,16-hexaene]-5'-ol
  参考文献：
  名称：

  Syntheses of new hydroxy-[3.3]orthocyclophanes as models for the galactose oxidase Tyr-Cys cofactor

  摘要：

  The syntheses of 3,4-benzo-8,9-(3'-hydroxybenzo)bicyclo[4,4,1]undeca-3,8-dien-11-one, 3,4-benzo-8,9-(3'-hydroxy-4'-methyl-sulfanylbenzo)bicyclo[4,4,1]undeca-3,8-dien-11-one and their ethylene acetals have been achieved. Crystallographic, UV/Vis and NMR data show that the two ketones adopt boat/chair conformations that are fluxional in solution, while the acetals exhibit chair/chair conformations with layered benzo rings. Comparison of the oxidation potentials of the four compounds suggests that an ortho-methylsulfanyl substituent and a pi-pi interaction both thermodynamically stabilise the phenoxonium radical species derived from these compounds, by approximately equal amounts. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01175-9
• 作为产物：
  描述：

  3,4-(4-methoxybenzo):8,9-benzobicyclo[4.4.1]undeca-3,9-dien-11-one 在 氢溴酸 作用下， 反应 3.0h， 以73%的产率得到5-Hydroxytetracyclo[8.8.1.03,8.012,17]nonadeca-3(8),4,6,12,14,16-hexaen-19-one
  参考文献：
  名称：

  Syntheses of new hydroxy-[3.3]orthocyclophanes as models for the galactose oxidase Tyr-Cys cofactor

  摘要：

  The syntheses of 3,4-benzo-8,9-(3'-hydroxybenzo)bicyclo[4,4,1]undeca-3,8-dien-11-one, 3,4-benzo-8,9-(3'-hydroxy-4'-methyl-sulfanylbenzo)bicyclo[4,4,1]undeca-3,8-dien-11-one and their ethylene acetals have been achieved. Crystallographic, UV/Vis and NMR data show that the two ketones adopt boat/chair conformations that are fluxional in solution, while the acetals exhibit chair/chair conformations with layered benzo rings. Comparison of the oxidation potentials of the four compounds suggests that an ortho-methylsulfanyl substituent and a pi-pi interaction both thermodynamically stabilise the phenoxonium radical species derived from these compounds, by approximately equal amounts. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01175-9

文献信息

• The structures and decomposition products of palladium(II) and platinum(II) terpyridine phenoxide complexes
  作者：Xiaoming Liu、Sylvie L Renard、Colin A Kilner、Malcolm A Halcrow

  DOI：10.1016/s1387-7003(03)00052-2

  日期：2003.5

  Abstract A series of complexes of formula [Pd(OR)(terpy)]BF4 and [Pt(OR)(terpy)]BF4 (ROH=a substituted phenol; terpy=2,2′:6′,2″-terpyridine) have been prepared by reaction of [M(OH)(terpy)]BF4 (M=Pd, Pt) with ROH. One Pd(II) and one Pt(II) complex in this series have been structurally characterised. These compounds are very acid sensitive; decomposition products resulting from recrystallisation of

  摘要 一系列式[Pd(OR)(terpy)]BF4和[Pt(OR)(terpy)]BF4的配合物(ROH=a取代苯酚；terpy=2,2':6',2"-terpyridine)已通过 [M(OH)(terpy)]BF4 (M=Pd, Pt) 与 ROH 反应制备。该系列中的一种 Pd(II) 和一种 Pt(II) 络合物已在结构上进行了表征。这些化合物对酸非常敏感；这些化合物中的两种从 MeNO2 或 MeCN 中重结晶所产生的分解产物已被结晶学表征。