1-(3,5-diphenyl-1H-pyrrol-2-yl)-1-phenylmethanone | 56588-16-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3,5-diphenyl-1H-pyrrol-2-yl)-1-phenylmethanone
• 英文别名: (3,5-diphenyl-1H-pyrrol-2-yl)(phenyl)methanone；(3,5-diphenyl-pyrrol-2-yl)-phenyl-methanone；2-Benzoyl-3,5-diphenylpyrrol；Methanone, (3,5-diphenyl-1H-pyrrol-2-yl)phenyl-；(3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanone
• CAS: 56588-16-0
• 化学式: C₂₃H₁₇NO
• 分子量: 323.394
• InChiKey: IRWNHPBSUNSPME-UHFFFAOYSA-N

物化性质

• 熔点：
  163-164 °C
• 沸点：
  563.2±50.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,3,5-三苯基-1,5-戊二酮 在 氨 、 氯 作用下， 以 四氯化碳 为溶剂， 生成 1-(3,5-diphenyl-1H-pyrrol-2-yl)-1-phenylmethanone
  参考文献：
  名称：

  Synthesis and biological activity of chloro-substituted 1.5-diketones and their cyclization products

  摘要：

  DOI：

  10.1007/bf00758761

文献信息

• Modular De novo Synthesis of Unsymmetrical BODIPY Dyes Possessing Four Different Aryl Substituents
  作者：Natalie Netz、Carlos Díez-Poza、Asunción Barbero、Till Opatz

  DOI：10.1002/ejoc.201700773

  日期：2017.8.24

  Unsymmetrical BODIPY dyes carrying four aryl moieties in positions 1, 3, 5, and 7 can be assembled in a modular fashion from pyrrole building blocks individually produced in two separate [6π] electrocyclizations. The method uses benzaldehydes, acetophenones, and glycine nitrile or glycine ethyl ester as the starting materials.

  可以在两个单独的[6π]电环化反应中分别生成的吡咯结构单元以模块化方式组装在位置1、3、5和7上带有四个芳基部分的不对称BODIPY染料。该方法使用苯甲醛，苯乙酮和甘氨酸腈或甘氨酸乙酯作为起始原料。
• Pyrromethene metal complex and light emitting device composition and light emitting devices using the same
  申请人：——

  公开号：US20030082406A1

  公开（公告）日：2003-05-01

  A pyrromethene metal complex is used as a fluorescent dye to form a light emitting device. The light emitting device has a substance which brings about light emission between an anode and a cathode. By applying electrical energy, the device generates emission having an emission peak wavelength of 580 to 720 nm. The device contains at least one of: a diketopyrrolo[3,4-c]pyrrole derivative and an organic fluorescent material having a fluorescent peak wavelength of 580 to 720 nm; and a light emitting device composition containing a pyrromethene metal complex.

  一种吡咯甲烷金属配合物被用作荧光染料，形成发光装置。发光装置具有一种物质，在阳极和阴极之间引起发光。通过施加电能，该装置产生具有580到720纳米的发射峰波长的发射。该装置包含以下至少一种：二酮吡咯[3,4-c]吡咯衍生物和具有580到720纳米荧光峰波长的有机荧光材料；以及含有吡咯甲烷金属配合物的发光装置组成。
• Synthesis of polysubstituted pyrroles via [3 + 2]-annulation of aziridines and β-nitroalkenes under aerobic conditions
  作者：Shaoyin Wang、Xiancui Zhu、Zhuo Chai、Shaowu Wang

  DOI：10.1039/c3ob42324g

  日期：——

  Polysubstituted pyrroles were regioselectively synthesized in moderate to good yields via the copper acetate-catalyzed [3 + 2] annulation reaction of readily accessible aziridines and nitroalkenes. This reaction was proposed to proceed through a key azomethine ylide intermediate generated by selective C–C bond cleavage of the aziridine followed by annulation with nitroalkenes under aerobic conditions

  多聚取代的吡咯通过乙酸铜催化的易获得的氮丙啶和硝基烯烃的[3 + 2]环化反应，以中等至良好的产率进行区域选择性合成。该反应被提议通过一个关键的偶氮甲叶立德中间体进行，该中间体由氮丙啶的选择性C-C键裂解产生，然后在有氧条件下用硝基烯烃环化。
• Eine bequeme Synthese von 2-Aroyl-5-arylpyrrolen
  作者：Paul Messinger、Conrad Kunick

  DOI：10.1055/s-1986-31619

  日期：——

  A Convenient Synthesis of 2-Aroyl-5-arylpyrroles 2-Aroyl-5-arylpyrroles are prepared in 20-60% yields by cyclocondensation of 1,5-diaryl-2-methylsulfinyl-1,5-pentanediones with ammonium acetate in acetic acid.

  2-Aroyl-5-arylpyrroles 的简便合成方法 2-Aroyl-5-arylpyrroles 是由 1,5-二芳基-2-甲基亚磺酰基-1,5-戊二酮与乙酸铵在乙酸中环缩合制备而成，收率为 20-60%。
• Three-Component Synthesis of Polysubstituted Pyrroles from α-Diazoketones, Nitroalkenes, and Amines
  作者：Deng Hong、Yuanxun Zhu、Yao Li、Xufeng Lin、Ping Lu、Yanguang Wang

  DOI：10.1021/ol201891r

  日期：2011.9.2

  Polysubstituted pyrroles are regiospecifically synthesized via the copper-catalyzed three-component reaction of α-diazoketones, nitroalkenes, and amines under aerobic conditions. The cascade process involves an N–H insertion of carbene, a copper-catalyzed oxidative dehydrogenation of amine, and a [3 + 2] cycloaddition of azomethine ylide.

  多取代的吡咯是在好氧条件下，通过铜催化的三重氮酮，硝基烯烃和胺的三组分反应而区域特异性合成的。级联过程涉及卡宾的N–H插入，铜催化的胺的氧化脱氢和偶氮甲碱内酯的[3 + 2]环加成。