cis-1,3-bis(1',1',3',3'-tetramethyl-1',3'-dihydroisoindolin-2'-yloxyl)cyclopentane | 134278-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: cis-1,3-bis(1',1',3',3'-tetramethyl-1',3'-dihydroisoindolin-2'-yloxyl)cyclopentane
• 英文别名: 1,1,3,3-tetramethyl-2-[(1R,3S)-3-(1,1,3,3-tetramethylisoindol-2-yl)oxycyclopentyl]oxyisoindole
• CAS: 134278-19-6
• 化学式: C₂₉H₄₀N₂O₂
• 分子量: 448.649
• InChiKey: GVKLEEVQVSVTFY-OYRHEFFESA-N

物化性质

• 沸点：
  515.6±60.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,6-二氮杂双环[2.2.1]庚-5-烯 在 二苯甲酮 、 nitroxide 2 作用下， 以 乙腈 为溶剂， 以39%的产率得到trans-1,3-bis(1',1',3',3'-tetramethyl-1',3'-dihydroisoindolin-2'-yloxyl)cyclopentane
  参考文献：
  名称：

  偶氮烷二氮杂双环（2.2.1）庚-2-烯（DBH）的苯甲酮敏化光解：用一氧化氮捕获1，3-环戊二基三基双自由基。

  摘要：

  据报道，由于捕获了1,3-双自由基，产生了双-烷氧基胺。氮氧化物对双自由基的捕获代表了一种鉴定和表征这些瞬态物种的新方法。

  DOI：

  10.1016/0040-4039(91)80342-4

文献信息

• Trapping of cyclopentanediyl and trimethylenemethane triplet diradicals with the nitroxide 1,1,3,3-tetramethyl-1,3-dihydroisoindolin-2-yloxyl
  作者：Waldemar Adam、Steven E. Bottle、Ralf Finzel、Thomas Kammel、Eva Maria Peters、Karl Peters、Hans Georg Von Schnering、Leonhard Walz

  DOI：10.1021/jo00029a036

  日期：1992.1

  Nitroxide trapping constitutes a convenient and effective alternative to dioxygen for the detection of triplet diradical intermediates. Thus, photolysis of the azoalkanes 1a-c in the presence of the nitroxide 1,1,3,3-tetramethyl-1,3-dihydroisoindolin-2-yloxyl produced the bisalkoxyamines 3a-c by trapping of the transient triplet diradicals 5a-c. The resulting bis-adducts 3a-c were fully characterized, and their regio- and stereochemistry were established on the basis of spectral and X-ray data for trans-3a and trans-3b. The novel bis-azoalkane 1d was prepared and its photochemical loss of nitrogen studied in the presence of the above nitroxide or dioxygen as scavengers. In the case of the nitroxide, the tetrakis-adduct 3d was obtained, tentatively assigned in view of its thermal instability, while with dioxygen the stable bis-peroxide 4d was isolated and rigorously characterized. Instead of concurrent double denitrogenation to afford the high-spin non-Kekule species 5d or its low-spin quinoid diradical 5d', stepwise loss of dinitrogen and trapping is proposed to be the pathway to these products.
• Benzophenone-sensitized photolysis of the azoalkane diazabicyclo(2.2.1)hept-2-ene (DBH) : Trapping of the 1,3-cyclopentadiyl triplet diradical by a nitroxide.
  作者：Waldemar Adam、Steven E. Bottle

  DOI：10.1016/0040-4039(91)80342-4

  日期：1991.3

  The production and isolation of bis-alkoxyamines derived from the trapping of a 1,3-diradical is reported; the trapping of diradicals by nitroxides represents a new method in the identification and characterisation of these transient species.

  据报道，由于捕获了1,3-双自由基，产生了双-烷氧基胺。氮氧化物对双自由基的捕获代表了一种鉴定和表征这些瞬态物种的新方法。