14-(2-hydroxyphenyl)-14H-dibenzo[a,j]xanthene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 14-(2-hydroxyphenyl)-14H-dibenzo[a,j]xanthene
• 英文别名: 2-(14H-dibenzo[a,j]xanthen-14-yl)-phenol；2-(13-Oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaen-2-yl)phenol；2-(13-oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaen-2-yl)phenol
• 化学式: C₂₇H₁₈O₂
• 分子量: 374.439
• InChiKey: JDTVUXNRPQEWSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  水杨醛 、 2-萘酚 在 dealuminated zeolite Y-encapsulated 12-molybdophosphoric acid 作用下， 反应 2.0h， 以98%的产率得到14-(2-hydroxyphenyl)-14H-dibenzo[a,j]xanthene
  参考文献：
  名称：

  Host (nanocavity of dealuminated zeolite-Y)-guest (12-molybdophosphoric acid) nanocomposite material: An efficient and reusable catalyst for synthesis of 14-substituted-14-H-dibenzo[a,j] xanthenes under thermal and microwave irradiation conditions

  摘要：

  摘要 在常规加热和微波辐照条件下，将封装在脱铝沸石Y（DAZY）超笼中的12-钼磷酸（MPA）作为一种高效、可重复使用的催化剂，通过三组分反应绿色合成具有生物活性的14-取代-14-H-二苯并[a,j]呫吨衍生物。通过红外光谱（FT-IR）、X 射线衍射（XRD）和元素分析技术对制备的催化剂 MPA-DAZY 进行了表征。催化剂 MPA-DAZY 经过多次重复使用，其催化活性没有明显下降。

  DOI：

  10.1016/j.crci.2010.10.006

文献信息

• A facile approach for the synthesis of 14-aryl- or alkyl-14H-dibenzo[a,j]xanthenes under solvent-free condition
  作者：Ram Kumar、Ganesh Chandra Nandi、Rajiv Kumar Verma、M.S. Singh

  DOI：10.1016/j.tetlet.2009.11.064

  日期：2010.1

  A facile, efficient and environment-friendly protocol for the synthesis of 14-aryl- or alkyl-14H-dibenzo[a,j]xanthenes has been developed by one-pot condensation of 2-naphthol with aliphatic and aromatic aldehydes in the presence of P2O5 or InCl3 as catalysts under solvent-free conditions. The present approach offers the advantages of clean reaction, simple methodology, short reaction time, high yield

  通过在存在条件下将2-萘酚与脂肪族和芳香族醛进行一锅缩合反应，已开发出一种简便，高效且环境友好的方案，用于合成14-芳基-或烷基-14 H-二苯并[ a，j ]氧杂蒽在无溶剂条件下制备P 2 O 5或InCl 3作为催化剂。本方法具有清洁反应，方法简单，反应时间短，产率高，易于纯化和催化剂经济实用的优点。
• Host (nanocavity of dealuminated zeolite-Y)-guest (12-molybdophosphoric acid) nanocomposite material: An efficient and reusable catalyst for synthesis of 14-substituted-14-H-dibenzo[a,j] xanthenes under thermal and microwave irradiation conditions
  作者：Majid Moghadam、Shahram Tangestaninejad、Valiollah Mirkhani、Iraj Mohammadpoor-Baltork、Maryam Moosavifar

  DOI：10.1016/j.crci.2010.10.006

  日期：2011.5

  Résumé 12-Molybdophosphoric acid (MPA) encapsulated in the supercages of dealuminated zeolite Y (DAZY) was used as an efficient and reusable catalyst for green synthesis of biologically active 14-substituted-14-H-dibenzo[a,j] xanthene derivatives via three-component reaction under conventional heating and microwave irradiation conditions. The prepared catalyst, MPA-DAZY, was characterized by infrared spectroscopy (FT-IR), X-ray diffraction (XRD) and elemental analysis techniques. The catalyst, MPA-DAZY, was reused several times without significant loss of its catalytic activity.

  摘要 在常规加热和微波辐照条件下，将封装在脱铝沸石Y（DAZY）超笼中的12-钼磷酸（MPA）作为一种高效、可重复使用的催化剂，通过三组分反应绿色合成具有生物活性的14-取代-14-H-二苯并[a,j]呫吨衍生物。通过红外光谱（FT-IR）、X 射线衍射（XRD）和元素分析技术对制备的催化剂 MPA-DAZY 进行了表征。催化剂 MPA-DAZY 经过多次重复使用，其催化活性没有明显下降。
• Nano Nickel-Cobalt Ferrite Catalyzed One Pot Synthesis of 14-Aryl-14H-Dibenzo[A, J]Xanthenes and 12-Aryl-8, 9, 10, 12-Tetrahydrobenzo[A]Xanthene-11-One Derivatives
  作者：Raghu Babu Korupolu、Srividhya Maripi、Suri Babu Madasu、Ravi Kumar Majji、Ravi Kumar Ganta、Pandu Naidu Chilla

  DOI：10.13005/ojc/330113

  日期：2017.2.28

  A simple, green and multi component, one pot synthesis of 14-Aryl-14H-dibenzo[a, j]xanthene derivatives by condensation of aryl aldehydes with 2-naphthol using magnetically separable and recyclable heterogeneous catalyst nano nickel cobalt ferrite (Ni0.5Co0.5Fe2O4), has been described. In addition, a one-pot three component condensation of aryl aldehydes, 2-naphthol and dimedone has been developed to furnish 12-Aryl-8, 9, 10, 12-tetrahydrobenzo[a]xanthene-11-one derivatives in good to excellent yields under the same reaction conditions. The main advantage of this method is the nano catalyst can be reused up to five reaction cycles without losing the catalytic activity.

  利用磁性可分离和可回收的异相催化剂纳米镍钴铁氧体（Ni0.5Co0.5Fe2O4），通过芳基醛与 2-萘酚的缩合，描述了一种简单、绿色、多组分、一锅合成 14-芳基-14H-二苯并[a,j]呫吨衍生物的方法。此外，还开发出了芳基醛、2-萘酚和二甲酮的一锅三组分缩合法，在相同的反应条件下，可生成 12-芳基-8, 9, 10, 12-四氢苯并[a]氧杂蒽-11-酮衍生物，收率从良好到极佳。这种方法的主要优点是纳米催化剂可以重复使用长达五个反应周期而不会失去催化活性。
• Rogow, Chemische Berichte, 1900, vol. 33, p. 3536
  作者：Rogow

  DOI：——

  日期：——
• Nasr-Esfahani, Masoud; Abdizadeh, Tooba, Revue Roumaine de Chimie, 2013, vol. 58, # 1, p. 27 - 35
  作者：Nasr-Esfahani, Masoud、Abdizadeh, Tooba

  DOI：——

  日期：——