(4-溴苯基)(4-碘苯基)甲酮 | 609820-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (4-溴苯基)(4-碘苯基)甲酮
• 英文名称: 4-bromo-4'-iodobenzophenone
• 英文别名: 4'-Bromo-4-iodobenzophenone；(4-bromophenyl)-(4-iodophenyl)methanone
• CAS: 609820-28-2
• 化学式: C₁₃H₈BrIO
• 分子量: 387.014
• InChiKey: UMGWCDAZOGRUKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-溴苯基)(4-碘苯基)甲酮 在 copper(l) iodide bis-triphenylphosphine-palladium(II) chloride 、 四(三苯基膦)钯 、 BF₃*Ac₂O 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 22.33h， 生成 3,4-bis[4-(2-{4-[(triisopropylsilylethynyl)ethynyl]phenyl}-[1,3]dithiolan-2-yl)phenyl]-2,5-diphenylcyclopentadienone
  参考文献：
  名称：

  Multiple Functionalization of Benzophenones Inside Polyphenylene Dendrimers − Toward Entrapped Ions and Radicals

  摘要：

  Polyphenylene dendrimers possessing a defined number of keto groups in the dendritic scaffold have been synthesized by using a benzophenone-functionalized tetraphenylcyclopentadienone branching unit. A postsynthetic functionalization of the polyphenylene backbone was achieved by reacting the entrapped keto groups with organolithium reagents yielding monodisperse alcohol products. To investigate the accessibility and reactivity of the embedded groups, many functions of different size and nature, for example, the chromophore pyrene, were introduced. Moreover, suitable precursors for the synthesis of dendrimer entrapped species, trityl cations, trityl radicals, and ketyl radical anions, were obtained. To gain insight into the structure of these newly functionalized dendrimers, UV/vis, EPR, and NMR measurements have been performed. They showed a delocalization of the charge/spin into the polyphenylene dendritic arms leading to a stabilization of the ions/radicals. Remarkably, for the ketyl radicals, EPR measurements indicated the occurrence of intermolecular metal-bridged biradicals. They suggest the existence of a dendritic radical network of the dendrimers themselves.

  DOI：

  10.1021/ja052856f
• 作为产物：
  描述：

  (4-bromophenyl)-(4-iodophenyl)methanol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到(4-溴苯基)(4-碘苯基)甲酮
  参考文献：
  名称：

  Multiple Functionalization of Benzophenones Inside Polyphenylene Dendrimers − Toward Entrapped Ions and Radicals

  摘要：

  Polyphenylene dendrimers possessing a defined number of keto groups in the dendritic scaffold have been synthesized by using a benzophenone-functionalized tetraphenylcyclopentadienone branching unit. A postsynthetic functionalization of the polyphenylene backbone was achieved by reacting the entrapped keto groups with organolithium reagents yielding monodisperse alcohol products. To investigate the accessibility and reactivity of the embedded groups, many functions of different size and nature, for example, the chromophore pyrene, were introduced. Moreover, suitable precursors for the synthesis of dendrimer entrapped species, trityl cations, trityl radicals, and ketyl radical anions, were obtained. To gain insight into the structure of these newly functionalized dendrimers, UV/vis, EPR, and NMR measurements have been performed. They showed a delocalization of the charge/spin into the polyphenylene dendritic arms leading to a stabilization of the ions/radicals. Remarkably, for the ketyl radicals, EPR measurements indicated the occurrence of intermolecular metal-bridged biradicals. They suggest the existence of a dendritic radical network of the dendrimers themselves.

  DOI：

  10.1021/ja052856f

文献信息

• Catalyst-Free Aromatic Radiofluorination via Oxidized Iodoarene Precursors
  作者：Young-Do Kwon、Jeongmin Son、Joong-Hyun Chun

  DOI：10.1021/acs.orglett.8b03450

  日期：2018.12.21

  Oxidized iodoarenes (OIAs), prepared via mCPBA-mediated oxidation, have been demonstrated as versatile precursors for the synthesis of [18F]fluoroarenes in the absence of catalysts. OIAs have been identified as intermediates in single-pot syntheses of iodonium salts and ylides but have never been recognized as radiofluorination precursors. Here, the isolated OIAs were used without any catalysts to

  氧化iodoarenes（OIAs），通过制备米CPBA介导的氧化，已经被证明是通用于[合成前体18 F]在不存在催化剂的fluoroarenes。OIAs已被确定为碘盐和碘化物单罐合成的中间体，但从未被认为是放射性氟化的前体。在这里，分离的OIAs无需任何催化剂即可用于生产官能化的[ 18 F]氟代芳烃，而与芳烃的电子性质无关。该方法还用于放射性标记合成子的生产，用作芳族18 F标记的构建基块。
• Synthesis and properties of phenylogous amides
  作者：Ryu Yamasaki、Hirokazu Ikeda、Hyuma Masu、Isao Azumaya、Shinichi Saito

  DOI：10.1016/j.tet.2012.07.084

  日期：2012.10

  which involves the connection of two substituents through a benzene ring, is rarely recognized as a related idea. In this article, we present synthesis and physical properties, including their structure and reactivity of phenylogous amides. This amide mimetic unit is relatively stable and easily prepared by the Hartwig–Buchwald amination reaction. The effect of the resonance was examined by means

  Vinyology是一个广泛接受的原理，涉及通过双键转移电子化学特征，并且通过应用该概念已开发出许多反应。相反，涉及通过苯环连接两个取代基的苯甲醛很少被认为是相关的想法。在本文中，我们介绍了合成和物理性质，包括其结构和苯酚酰胺的反应性。该酰胺模拟单元相对稳定，可通过Hartwig-Buchwald胺化反应轻松制备。通过晶体学，反应性和紫外可见光谱检查了共振的影响。
• Radiofluorination of diaryliodonium tosylates under aqueous–organic and cryptand-free conditions
  作者：Joong-Hyun Chun、Sanjay Telu、Shuiyu Lu、Victor W. Pike

  DOI：10.1039/c3ob40742j

  日期：——

  towards radiofluorination with high specific activity (no-carrier-added) [18F]fluoride ion in mixtures of DMF and irradiated target [18O]water in the absence of cryptand. Salts bearing a para or ortho electron-withdrawing group Y (e.g., Y = p-CN) reacted rapidly (∼3 min) to give the expected major [18F]fluoroarene product, [18F]FArY, in useful moderate radiochemical yields even when the solvent had an

  正电子发射断层扫描 (PET) 作为一种分子成像技术在临床研究和药物开发中越来越重要。利用回旋加速器产生的 [ 18 F] 氟化物离子 ( t 1/2 = 109.7 分钟)生产 PET 放射性示踪剂的方法，无需完全去除受照射的目标 [ 18 O] 水和添加穴状配体，急需实用方便和效率. 在微流体装置中研究了几种结构不同的甲苯磺酸二芳基碘鎓盐XArI + Ar'Y TsO -（X = H 或p -MeO），因为它们对放射性氟化反应具有高比活性（未添加载体）[ 18在不存在穴状配体的情况下，DMF 和辐照目标 [ 18 O] 水混合物中的 F] 氟离子。带有对位或邻位吸电子基团 Y 的盐（例如，Y = p -CN）快速反应（~3 分钟），以有用的中等放射化学产率得到预期的主要 [ 18 F] 氟芳烃产物 [ 18 F]FArY即使溶剂具有高达 28%的 [ 18 O] 水含量。在间位带有吸电子基团的盐（例如，Y
• PRODUCTION METHOD OF POLY (PHENYLENE ETHER ETHER KETONE)
  申请人：Ichinose Keiko

  公开号：US20140128565A1

  公开（公告）日：2014-05-08

  There is provided a production method of poly(phenylene ether ether ketone). The production method makes a cyclic poly(phenylene ether ether ketone) composition subjected to thermal ring-opening polymerization in the presence of a metal alkoxide and/or a metal phenoxide. The cyclic poly(phenylene ether ether ketone) composition includes 60% by weight or more of cyclic poly(phenylene ether ether ketone) and has a melting point of 270° C. or lower.

  提供了一种聚苯醚醚酮的生产方法。在金属烷氧基和/或金属酚氧化物的存在下，通过热环开聚合将环状聚苯醚醚酮组成物转化为聚苯醚醚酮。该环状聚苯醚醚酮组成物包括60%或更多的环状聚苯醚醚酮，熔点为270℃或更低。
• Dynamic Ultra‐long Room Temperature Phosphorescence Enabled by Amorphous Molecular “Triplet Exciton Pump” for Encryption with Temporospatial Resolution
  作者：Huangjun Deng、Gaoyu Li、Haozhi Xie、Zhan Yang、Zhu Mao、Juan Zhao、Zhiyong Yang、Yi Zhang、Zhenguo Chi

  DOI：10.1002/anie.202317631

  日期：2024.2.19

  Organic ultra‐long room‐temperature phosphorescence (RTP) materials in the amorphous state have attracted widespread attention due to their simple preparation and flexibility to adopt various forms in sensors, bioimaging, and encryption applications. However, the amorphous molecular host for the host–guest RTP systems is highly demanded but limited. Here, a universal molecular host (DPOBP−Br) has been designed by integration of an amorphous moiety of diphenylphosphine oxide (DPO) and an intersystem crossing (ISC) group of 4‐bromo‐benzophenone (BP−Br). Various commercial fluorescence dyes were doped into the tight and transparent DPOBP−Br film, respectively, resulting in amorphous host–guest systems with ultra‐long RTP colors from green to red. It was found that DPOBP−Br acted as a universal “triplet exciton pump” for promoting the generation of triplet excitons in the guest, through energy transfer processes and external heavy‐atom effect based on DPOBP−Br. Interestingly, dynamic RTP was achieved by controlling residual oxygen concentration in the amorphous matrix by UV irradiation. Therefore, multi‐dimensional anti‐counterfeiting coatings were realized even on curved surfaces, simultaneously exhibiting spatial and 2D‐time dependence. This work provides a strategy to design new amorphous molecular hosts for RTP systems and demonstrates the advanced information encryption with tempo‐spatial resolution based on the dynamic ultra‐long RTP of an amorphous system.

  摘要 非晶态有机超长室温磷光（RTP）材料因其制备简单、形式灵活多样而在传感器、生物成像和加密应用中受到广泛关注。然而，用于主客体 RTP 系统的非晶态分子宿主需求量很大，但数量有限。在此，通过整合二苯基氧化膦（DPO）的非晶态分子和 4-溴二苯甲酮（BP-Br）的体系间交叉（ISC）基团，设计出了一种通用分子宿主（DPOBP-Br）。在紧密透明的 DPOBP-Br 薄膜中分别掺入了多种商用荧光染料，从而得到了从绿色到红色具有超长 RTP 颜色的非晶主-客体系统。研究发现，DPOBP-Br 可作为一种通用的 "三重激子泵"，通过基于 DPOBP-Br 的能量转移过程和外部重原子效应，促进客体中三重激子的产生。 有趣的是，通过紫外辐照控制非晶基质中的残余氧浓度，可实现动态 RTP。因此，即使在曲面上也能实现多维防伪涂层，同时表现出空间和二维时间依赖性。这项工作为设计 RTP 系统的新型非晶分子宿主提供了一种策略，并展示了基于非晶系统的动态超长 RTP 的具有时间-空间分辨率的先进信息加密技术。