2-iodotriphenylamine | 78600-32-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-iodotriphenylamine
• 英文别名: Iodotriphenylamine；2-iodo-N,N-diphenylaniline
• CAS: 78600-32-5
• 化学式: C₁₈H₁₄IN
• 分子量: 371.22
• InChiKey: GEFYZZRKUPFYLH-UHFFFAOYSA-N

物化性质

• 沸点：
  421.0±28.0 °C(Predicted)
• 密度：
  1.529±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-iodotriphenylamine 在 palladium diacetate 三环己基膦 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 N-苯基咔唑
  参考文献：
  名称：

  Synthesis of carbazoles and dibenzofurans via cross-coupling of o-iodoanilines and o-iodophenols with silylaryl triflates and subsequent Pd-catalyzed cyclization

  摘要：

  An efficient route to a variety of carbazoles and dibenzofurans has been developed. It involves the reaction of o-iodoanilines or o-iodophenols with silylaryl triflates in the presence of CsF to afford the N- or O-arylated products, which are subsequently cyclized using a Pd catalyst to carbazoles and dibenzofurans in good to excellent yields. By using this methodology, the carbazole alkaloid, mukonine has been synthesized in 76% overall yield in three steps. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.071
• 作为产物：
  描述：

  2-碘苯胺 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 46.0h， 生成 2-iodotriphenylamine
  参考文献：
  名称：

  Synthesis of carbazoles and dibenzofurans via cross-coupling of o-iodoanilines and o-iodophenols with silylaryl triflates and subsequent Pd-catalyzed cyclization

  摘要：

  An efficient route to a variety of carbazoles and dibenzofurans has been developed. It involves the reaction of o-iodoanilines or o-iodophenols with silylaryl triflates in the presence of CsF to afford the N- or O-arylated products, which are subsequently cyclized using a Pd catalyst to carbazoles and dibenzofurans in good to excellent yields. By using this methodology, the carbazole alkaloid, mukonine has been synthesized in 76% overall yield in three steps. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.071

文献信息

• 1,2-Difunctionalization of Aryl Triflates: A Direct and Modular Access to Diversely Functionalized Anilines
  作者：Seoyoung Cho、Qiu Wang

  DOI：10.1021/acs.orglett.0c00320

  日期：2020.2.21

  ortho-Amino difunctionalization of aryl triflates has been achieved via a three-component reaction. The cascade reaction proceeds through a zincate base-mediated deprotonative formation of a reactive aryne intermediate, in situ nucleophilic addition, and coupling with electrophilic partners. This strategy leverages the advantageous reactivity of organozincate intermediates, enabling the installation

  已通过三组分反应实现了芳基三氟甲磺酸酯的邻氨基双官能化。级联反应通过锌盐介导的反应性芳烃中间体的去质子形成，原位亲核加成以及与亲电子伴侣偶联而进行。该策略利用了有机锌酸盐中间体的有利反应性，能够以模块化的方式安装各种功能，例如胺，叠氮化物，氧，硫，卤化物，炔基，芳基，乙烯基和烷基，以合成各种苯胺骨架。
• 含三苯基（氧）膦的有机长余辉材料及制备方法和使用方法
  申请人：西北工业大学

  公开号：CN111925391A

  公开（公告）日：2020-11-13

  本发明涉及一种含有三苯基(氧)膦的有机长余辉材料，分子结构为TP(O)‑R；其中，TP(O)为三苯基(氧)膦基团，R为芳香环或芳香杂环化合物，TP(O)和R基团通过临位相接，所合成的发光材料拥有螺旋形的分子构型，在大位阻构型和强分子内作用下有效地抑制非辐射跃迁，实现长余辉发光，并可通过引入不同官能团进而调节终产物的发光波长、磷光寿命等性能。本发明的合成方法工艺简单，容易纯化，所合成的发光材料拥有螺旋形的分子构型，在大位阻构型和强分子内作用下有效地抑制非辐射跃迁，实现长余辉发光，并可通过引入不同官能团进而调节终产物的发光波长、磷光寿命等性能。有机长余辉材料应用于有机光电、生物成像和防伪等领域。
• Thermally Activated Delayed Fluorescence from a Spiro-diazafluorene Derivative
  作者：Hiroshi Ohkuma、Tetsuya Nakagawa、Katsuyuki Shizu、Takuma Yasuda、Chihaya Adachi

  DOI：10.1246/cl.140360

  日期：2014.7.5

  A spiro compound DPAA-AF combining an electron-accepting diazafluorene unit and an electron-donating bis(diphenylamino)acridane unit has been synthesized and used as an emitter in organic light-emitting diodes. DPAA-AF exhibits efficient thermally activated delayed fluorescence, and a device based on this compound emits blue-greenish electroluminescence with a maximum external quantum efficiency of 9.6%.

  一种由电子接受的重氮芴单元和电子捐献的双（二苯基氨基）吖啶单元组合而成的螺化合物 DPAA-AF 已被合成并用作有机发光二极管的发射器。DPAA-AF 显示出高效的热激活延迟荧光，基于这种化合物的器件发出蓝绿色电致发光，最大外部量子效率为 9.6%。
• 含硼芴类化合物、混合物、组合物及有机电子器件
  申请人：广州华睿光电材料有限公司

  公开号：CN114380851A

  公开（公告）日：2022-04-22

  本发明涉及一种含硼芴类化合物、混合物、组合物及有机电子器件。该含硼芴类化合物具有式(1)所示结构，将其用于发光材料有机电子器件中，可提高电致发光效率，延长器件的寿命。
• Multi-armed chromophores with very large two-photon absorption cross-sections
  申请人：The United States of America as represented by the Secretary of the Air Force

  公开号：US06300502B1

  公开（公告）日：2001-10-09

  Provided are chromophores with very large two-photon absorption cross-sections. One group of these chromophores has the formula: (T—Q)n—N—Phm wherein Q is a single bond or 1,4-phenylene, Ph is a phenyl group, n has a value of 1-3 and m has a value of 3−n, and wherein T is wherein R1 and R2 are alkyl groups having 1 to 20 carbon atoms, provided that when Q is a single bond, the value of n is 2 or 3. Another group of these chromophores has the formula: (T—Q)n—G—Phm wherein T is as defined above, Q is a single bond or 1,4-phenylene, Ph is a phenyl group, n has a value of 1-4 and m has a value of 4−n, and wherein G is a 4-arm core unit. Yet another group of these chromophores has the formula: (T—Q)n—G—Phm wherein T is as described previously, Q is a single bond or 1,4-phenylene, Ph is a phenyl group, n has a value of 1-6 and m has a value of 6−n, and wherein G is a 6-arm core unit.

  提供的是具有非常大的双光子吸收截面的色团。其中一组这些色团的化学式为：(T—Q)n—N—Phm，其中Q是单键或1,4-苯撑基，Ph是苯基，n的值为1-3，m的值为3-n，而T是其中R1和R2是具有1到20个碳原子的烷基，但当Q是单键时，n的值为2或3。另一组这些色团的化学式为：(T—Q)n—G—Phm，其中T如上所述，Q是单键或1,4-苯撑基，Ph是苯基，n的值为1-4，m的值为4-n，而G是一个4臂核心单元。还有另一组这些色团的化学式为：(T—Q)n—G—Phm，其中T如上所述，Q是单键或1,4-苯撑基，Ph是苯基，n的值为1-6，m的值为6-n，而G是一个6臂核心单元。

表征谱图