1-trimethylsilylacetylene-N,N'-bis(1-ethylpropyl)perylene-3,4:9,10-tetracarboxylic diimide | 946489-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1-trimethylsilylacetylene-N,N'-bis(1-ethylpropyl)perylene-3,4:9,10-tetracarboxylic diimide
• 英文别名: 1-trimethylsilylacetylenyl-N,'-bis(ethylpropyl)perylene-3,4:9,10-tetracarboxylic diimide；7,18-Di(pentan-3-yl)-11-(2-trimethylsilylethynyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 946489-32-3
• 化学式: C₃₉H₃₈N₂O₄Si
• 分子量: 626.827
• InChiKey: VKZRBBRZGXPCNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.54
• 重原子数：
  46
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-trimethylsilylacetylene-N,N'-bis(1-ethylpropyl)perylene-3,4:9,10-tetracarboxylic diimide 在 sodium hydroxide 作用下， 以 甲醇 、 乙二醇二甲醚 、 氯仿 为溶剂， 反应 3.08h， 生成
  参考文献：
  名称：

  One-step synthesis of perylenediimides exhibiting near-infrared absorption and emission by amino–yne click reaction

  摘要：

  报告通过无催化剂的氨基-炔点击反应一步合成了具有近红外吸收和发射功能的氨基官能化过二亚胺。

  DOI：

  10.1039/d3cc00886j
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 溴 、 溶剂黄146 、 二异丙胺 作用下， 以 N-甲基吡咯烷酮 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-trimethylsilylacetylene-N,N'-bis(1-ethylpropyl)perylene-3,4:9,10-tetracarboxylic diimide
  参考文献：
  名称：

  One-step synthesis of perylenediimides exhibiting near-infrared absorption and emission by amino–yne click reaction

  摘要：

  报告通过无催化剂的氨基-炔点击反应一步合成了具有近红外吸收和发射功能的氨基官能化过二亚胺。

  DOI：

  10.1039/d3cc00886j

文献信息

• 一种湾位金取代的苝二酰亚胺衍生物
  申请人：天津理工大学

  公开号：CN104262396B

  公开（公告）日：2016-05-25

  一种湾位金取代的苝二酰亚胺衍生物，其化学通式为R2-PDI-R1，结构式为，式中：衍生物PDI-a中R1为PPh3，R2为H；衍生合物PDI-b中R1为PPh3，R2为Au-PPh3；衍生合物PDI-b中R1为C≡N-Ph，R2为H。所述湾位金取代的苝二酰亚胺衍生物的制备方法，步骤如下：（1）苝二酰胺衍生物的合成；（2）含金衍生物的合成。本发明的优点是：该方法制备的湾位金取代的苝二酰亚胺衍生物，荧光明显增强且性质稳定，热导性质良好，在航空航天、光电。机械等许多方面有着广泛的应用前景。
• Selective Bromination of Perylene Diimides under Mild Conditions
  作者：Paramasivan Rajasingh、Revital Cohen、Elijah Shirman、Linda J. W. Shimon、Boris Rybtchinski

  DOI：10.1021/jo070367n

  日期：2007.8.1

  A novel method for the bromination of perylene diimides, PDI (1), under mild conditions is reported. Variation of the reaction conditions allows mono- and dibromination of PDIs to afford 2 and 3 (these can be separated through standard procedures) or exclusive dibromination to afford 3. Pure 1,7 regioisomers are obtained through repetitive crystallization. The structure of 1,7-3b was elucidated by a single-crystal X-ray analysis. The facility of the bromination reaction, which decreases in the order 1a > 1b > 1c, depends on PDI aggregation propensities. Monobrominated PDIs were utilized for the syntheses of novel unsymmetrical piperidinyl (4a and 4b) and trimethylsilylethynyl derivatives (5a and 5b). Computational studies (DFT) on imide substituent rotation in PDIs reveal that in the case of bulky groups there is a restricted rotation leading to isomers, in agreement with our experimental results. An aromatic core twist in PDIs bearing one and two bromine substituents was also investigated by DFT.
• WO2008/139452
  申请人：——

  公开号：——

  公开（公告）日：——
• Accessing the Triplet Excited State in Perylenediimides
  作者：Aaron A. Rachford、Sébastien Goeb、Felix N. Castellano

  DOI：10.1021/ja800333y

  日期：2008.3.1

  Here, we present a strategy designed to permit access to the PDI triplet manifold that preserves the desirable colorfastness and visible light-absorption properties associated with these dyes. To this end, three new Pt(II) complexes each bearing two PDI moieties tethered to the metal center via acetylide linkages emanating from one of the PDI bay positions have been synthesized, Structurally characterized, and thoroughly examined by nanosecond laser flash photolysis. Upon ligation, the bright singlet-state fluorescence of the PDI chromophore is quantitatively quenched, and no long wavelength photoluminescence is observed from the Pt(II)-PDI complexes in deaerated solutions. In each of the Pt-PDI chromophores, quantitatively similar transient absorption difference spectra were obtained; the only distinguishing characteristic is in their single-exponential lifetimes (tau = 246 ns, 1.0 mu s, and 710 ns). Triplet-state sensitization experiments of "free" PDI-CCH using thioxanthone confirmed the PDI triplet state assignments in each of the Pt-PDI structures.
• Regar, Ramprasad; Sekhar, Adiki Raja; Mishra, Ruchika, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2018, p. 308 - 313
  作者：Regar, Ramprasad、Sekhar, Adiki Raja、Mishra, Ruchika、Sankar, Jeyaraman

  DOI：——

  日期：——