diphenylamine-d₅

• 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: diphenylamine-d₅
• 英文别名: 2,3,4,5,6-pentadeuterio-N-phenylaniline
• 化学式: C₁₂H₁₁N
• 分子量: 174.186
• InChiKey: DMBHHRLKUKUOEG-DYVTXVBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  diphenylamine-d₅ 在 吡啶 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.33h， 生成
  参考文献：
  名称：

  C–H Borylation of Diphenylamines through Adamantane-1-carbonyl Auxiliary by BBr₃

  摘要：

  A method for ortho-C-H borylation of diphenylamines using BBr3 as the boron source has been reported. The noncatalytic adamantane-1-carbonyl directed reaction exhibited site exclusivity and good functional group tolerance. Generally, the borylation occurred at the more electron-rich aromatic ring and the borylated products could be converted to various useful intermediates. Besides, the derived arylation and removal of auxiliary of the product could be achieved in a one-pot fashion.

  DOI：

  10.1021/acs.orglett.0c02552
• 作为产物：
  描述：

  硝基苯-d5 在 palladium diacetate 、 铁粉 、 氯化铵 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 28.0h， 生成 diphenylamine-d₅
  参考文献：
  名称：

  C–H Borylation of Diphenylamines through Adamantane-1-carbonyl Auxiliary by BBr₃

  摘要：

  A method for ortho-C-H borylation of diphenylamines using BBr3 as the boron source has been reported. The noncatalytic adamantane-1-carbonyl directed reaction exhibited site exclusivity and good functional group tolerance. Generally, the borylation occurred at the more electron-rich aromatic ring and the borylated products could be converted to various useful intermediates. Besides, the derived arylation and removal of auxiliary of the product could be achieved in a one-pot fashion.

  DOI：

  10.1021/acs.orglett.0c02552

文献信息

• Palladium-Catalyzed [3+3] Annulation between Diarylamines and α,β-Unsaturated Acids through CH Activation: Direct Access to 4-Substituted 2-Quinolinones
  作者：Rajesh Kancherla、Togati Naveen、Debabrata Maiti

  DOI：10.1002/chem.201500774

  日期：2015.6.1

  A CH activation strategy has been successfully employed for the high‐yielding synthesis of a diverse array of 4‐substituted 2‐quinolinone species by a palladium‐catalyzed dehydrogenative coupling involving diarylamines. This intermolecular annulation approach incorporates readily available α,β‐unsaturated carboxylic acids as the coupling partner by suppressing the facile decarboxylation. Based on

  AC  ħ激活策略已被成功地用于通过涉及二芳基胺钯催化脱氢偶联高产合成4-取代的2-喹啉酮物种的多样性阵列的。这种分子间环化方法通过抑制容易的脱羧作用，结合了易于获得的α，β-不饱和羧酸作为偶联伴侣。在初步的机理研究的基础上，提出了一个反应顺序，包括邻，π-配位，β-迁移插入和β-氢化物消除。
• Divergent Reactivity in Palladium-Catalyzed Annulation with Diarylamines and α,β-Unsaturated Acids: Direct Access to Substituted 2-Quinolinones and Indoles
  作者：Rajesh Kancherla、Togati Naveen、Debabrata Maiti

  DOI：10.1002/chem.201501208

  日期：2015.6.8

  A palladium‐catalyzed CH activation strategy has been successfully employed for exclusive synthesis of a variety of 3‐substituted indoles. A [3+3] annulation for synthesizing substituted 2‐quinolinones was recently developed by reaction of α,β‐unsaturated carboxylic acids with diarylamines under acidic conditions. In the present work, an analogous [3+2] annulation is achieved from the same set of

  钯催化的CH活化策略已成功用于各种3取代的吲哚的独家合成。最近，通过α，β-不饱和羧酸与二芳基胺在酸性条件下反应，开发了一种用于合成取代的2-喹啉酮的[3 + 3]环。在目前的工作中，在基本条件下，从同一组起始原料中获得了类似的[3 + 2]环空，仅生成1,3-二取代的吲哚。机理研究表明，在反应条件下，邻pal合-π-配位-β-迁移插入-β-氢化物消除反应顺序是有效的。
• 염료 감응 태양전지용 염료 및 이를 적용한 염료 감응 태양전지
  申请人：LG Display Co.,Ltd. 엘지디스플레이 주식회사(119981018655) Corp. No ▼ 110111-0393134

  公开号：KR20170085476A

  公开（公告）日：2017-07-24

  실시예는 하기의 화학식 1의 구조를 갖는 염료 및 이를 적용한 염료 감응 태양전지를 제공한다: [화학식 1] . 일 실시예는 이중수소를 함유하는 트리페닐아민 화합물을 염료로 사용하여 광전변환 효율을 개선시키고, 적황색의 셀을 제공할 수 있다.

  提供具有化学式1结构的染料及应用该染料的染料敏感太阳能电池：[化学式1]。一个实施例提供使用含有双氢的三苯胺化合物作为染料，以改善光电转换效率，并提供棕色的电池单元。
• 一种由氘代基团修饰的芘衍生物及其应用
  申请人：江苏三月光电科技有限公司

  公开号：CN113527112A

  公开（公告）日：2021-10-22

  本发明涉及一种由氘代基团修饰的芘衍生物及其应用，属于半导体技术领域，本发明提供芘衍生物的结构如通式(1)所示：本发明还公开了上述芘衍生物的应用。本发明提供的芘衍生物具有窄半峰宽、高荧光量子产率，作为OLED发光器件的发光层材料中的掺杂材料使用时，器件的电流效率和外量子效率得到显著提升，同时器件寿命也得到了较大的改善，本发明芘衍生物作为发光层掺杂材料使器件具有良好的光电性能。
• Well-Defined Copper(I) Amido Complex and Aryl Iodides Reacting to Form Aryl Amines
  作者：Samuel A. Delp、Laurel A. Goj、Mark J. Pouy、Colleen Munro-Leighton、John P. Lee、T. Brent Gunnoe、Thomas R. Cundari、Jeffrey L. Petersen

  DOI：10.1021/om101084e

  日期：2011.1.10

  The CuI complex (IPr)Cu(NHPh) IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene} reacts with aryl iodides to form diaryl amine products and (IPr)Cu(I), which was confirmed by independent synthesis and characterization. For the reaction with iodobenzene, the products are diphenylamine and aniline. Protection of the hydrogen para to the iodo functionality with ortho-methyl groups results in quantitative

  Cu I络合物（IPr）Cu（NHPh）IPr = 1,3-双（2,6-二异丙基苯基）咪唑-2-亚烷基}与芳基碘化物反应形成二芳基胺产物和（IPr）Cu（I），独立的合成和表征证实了这一点。为了与碘苯反应，产物是二苯胺和苯胺。用邻甲基将对氢对碘官能团的保护导致定量转化为二芳基胺。结合计算和实验研究表明，CN键的形成最有可能是通过氧化加成/还原消除序列发生的。