1-(4-benzoylbenzyl)-3-methylimidazolium bromide

• 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: 1-(4-benzoylbenzyl)-3-methylimidazolium bromide
• 英文别名: [4-[(3-Methylimidazol-3-ium-1-yl)methyl]phenyl]-phenylmethanone;bromide
• 化学式: Br*C₁₈H₁₇N₂O
• 分子量: 357.25
• InChiKey: HFPXJSYGBXAZTC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  25.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲基二苯甲酮 在 水 、 氢溴酸 、 溴 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 4.0h， 生成 1-(4-benzoylbenzyl)-3-methylimidazolium bromide
  参考文献：
  名称：

  Triplet phenacylimidazoliums-catalyzed photocycloaddition of 1,4-dihydropyridines: An experimental and theoretical study

  摘要：

  The photocycloadditions of 1,4-dihydropyridines (DHPs) were achieved by using phenacylimidazoliums (Plms) as photosensitizers. Irradiation of DHPs 3a-g in the presence of Plms 1a-e and 2 performed an efficient formation of 3,9-diazatetraasteranes in shorter times under a lower power lamp. The mechanism of photocycloaddition catalyzed by Plm was studied by laser flash photolysis and theoretical OFT computation. These time-resolved results showed that the triplet excited states of Plms were generated with high efficiency and detected by their characteristic ultraviolet absorptions, which were quenched by DHP at almost diffusion controlled rate. Theoretical studies suggest that Plm is involved in the photocycloaddition process through the (3)(DHP center dot center dot center dot Plm)* triplet complexes and assists the stabilization of intermediates. All subsequent steps are predicted to be favorable and exothermic, leading to the cage dimers. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.05.013

文献信息

• Photochemical Properties Of 4-Benzoylbenzylammonium Borates
  作者：Wenqin Zhang、Kesheng Feng、Xiaosong Wu、Dustin Martin、Douglas C. Neckers

  DOI：10.1021/jo981443c

  日期：1999.1.1

  Several new 4-benzoylbenzylammonium berates were prepared in order to study their photochemical properties. It was found that a quantitative yield of biphenyl and a small amount of benzene are formed from photolysis of the title compounds as tetraphenylborates in the absence of oxygen. In addition, amines and methylbenzophenone were detected after the steady-state photolysis. The quantum yields of the photolysis of the title compounds and the formation of biphenyl, amines, and methylbenzophenone were determined. Radical trapping experiments showed that the photogenerated amine is converted to an a-aminoalkyl radical, which is an important initiating species for the polymerization of acrylates when tetraphenylborate is chosen as a counteranion. It was found that even 1-(4-benzoylbenzyl)pyridinium tetraphenylborate is an active photoinitiator, however, indicating that a-aminoalkyl radical is not the only initiating species formed from 4-benzoylbenzylammonium tetraphenylborates. The effect of structure on initiating activity was determined and discussed.
• Triplet phenacylimidazoliums-catalyzed photocycloaddition of 1,4-dihydropyridines: An experimental and theoretical study
  作者：Xiaohe Zhu、Weipeng Li、Hong Yan、Rugang Zhong

  DOI：10.1016/j.jphotochem.2012.05.013

  日期：2012.8

  The photocycloadditions of 1,4-dihydropyridines (DHPs) were achieved by using phenacylimidazoliums (Plms) as photosensitizers. Irradiation of DHPs 3a-g in the presence of Plms 1a-e and 2 performed an efficient formation of 3,9-diazatetraasteranes in shorter times under a lower power lamp. The mechanism of photocycloaddition catalyzed by Plm was studied by laser flash photolysis and theoretical OFT computation. These time-resolved results showed that the triplet excited states of Plms were generated with high efficiency and detected by their characteristic ultraviolet absorptions, which were quenched by DHP at almost diffusion controlled rate. Theoretical studies suggest that Plm is involved in the photocycloaddition process through the (3)(DHP center dot center dot center dot Plm)* triplet complexes and assists the stabilization of intermediates. All subsequent steps are predicted to be favorable and exothermic, leading to the cage dimers. (C) 2012 Elsevier B.V. All rights reserved.