bis(3-methoxyphenyl)selane | 134953-15-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: bis(3-methoxyphenyl)selane
• 英文别名: Bis(3-methoxyphenyl)selenide；1-methoxy-3-(3-methoxyphenyl)selanylbenzene
• CAS: 134953-15-4
• 化学式: C₁₄H₁₄O₂Se
• 分子量: 293.224
• InChiKey: GCPGKFCCVOIKHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(3-methoxyphenyl)selane 在 氢碘酸 、 对甲苯磺酸 、 溶剂黄146 作用下， 反应 2.5h， 生成 o-(6-hydroxy-3-oxo-3H-selenoxanthen-9-yl)benzenesulphonic acid
  参考文献：
  名称：

  Novel photosensitizers for the E/Z-isomerization of trienes. Part 1. Syntheses and application

  摘要：

  Uranine and its thioxanthene and selenoxanthene analogues, as well as the disodium salts of o-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzenesulphonic acid and its thioxanthene and selenoxanthene analogues, show different photosensitizer properties in the E/Z-isomerization of trienes. This has been verified by applying them to the technically useful conversion of tachysterol into previtamin D. The syntheses of the novel photosensitizers with thioxanthene and selenoxanthene moieties are also described.

  DOI：

  10.1039/p29910000523
• 作为产物：
  描述：

  3-甲氧基-苯肼 在 selenium(IV) oxide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以84%的产率得到bis(3-methoxyphenyl)selane
  参考文献：
  名称：

  二氧化硒促进芳基肼和苯胺的二氮挤出/直接硒化

  摘要：

  已经开发出一种新颖，有效，经济的策略，用于使用SeO2将芳基肼偶联并直接硒化成硒化物。我们的方法采用SeO2作为硒源，与肼作为偶合反应物，通过二氮挤压生成硒化物。该试剂还有助于通过C–H官能化反应以高收率生成ArSe取代的苯胺衍生物。还进行了该方法在克量表中的应用。

  DOI：

  10.1016/j.tet.2020.131105

文献信息

• Keimatsu; Yokota; Satoda, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1933, vol. 53, p. 993,1029; dtsch. Ref. S. 203, 206
  作者：Keimatsu、Yokota、Satoda

  DOI：——

  日期：——
• Microwave-assisted Cu2O-catalyzed one-pot synthesis of symmetrical diaryl selenides from elemental selenium
  作者：Shaozhong Zhang、Kranthi Karra、Christina Heintz、Erica Kleckler、Jin Jin

  DOI：10.1016/j.tetlet.2013.06.117

  日期：2013.8

  A novel and simple microwave-assisted one-pot protocol to prepare symmetrical diary] selenides has been developed. A cross-coupling reaction between aryl iodide and elemental selenium takes place in the presence of KOH and a catalytic amount of Cu2O/NH2CH2CH2NH2, leading to C-Se bond formation. The reactions are highly efficient with a reaction time of 1 h under microwave irradiation and yields from 50% to 90%. Published by Elsevier Ltd.
• Synthesis and Reactivity of Dibenzoselenacycloheptynes
  作者：Gabriela de Almeida、Lisa C. Townsend、Carolyn R. Bertozzi

  DOI：10.1021/ol401225n

  日期：2013.6.21

  Dibenzoselenacycloheptynes were prepared in three steps from commercially available reagents and trapped in situ with benzyl azide to form the corresponding triazoles. Surprisingly, the dibenzoselenacycloheptynes also abstracted hydrogen atoms from solvents such as THF or toluene, forming dibenzoselenacycloheptene products. These alkenyl compounds arise from a hydrogen transfer reaction from solvent to the unisolable Intermediate, and we postulate that the reaction proceeds via a radical mechanism originating from the strained alkynyl bond that has unusually high radical character.
• Synthesis of 9-oxoselenoxanthenium and triarylselenonium hexafluorophosphates
  作者：V. A. Loskutov、S. V. Balina、V. V. Russkikh、V. V. Shelkovnikov

  DOI：10.1134/s1070363215050163

  日期：2015.5

  The selenoxides forming 9-oxoselenoxanthenium and triaryl selenonium hexafluorophosphates via interaction with heptyl phenyl ether and anisole in the MeSO3H-P2O5 mixture followed by treatment with KPF6 have been obtained via selenoxantene-9-one and diphenyl selenide derivatives oxidation with m-chloroperoxybenzoic acid or hydrogen peroxide.
• Selenium dioxide promoted dinitrogen extrusion/direct selenation of arylhydrazines and anilines
  作者：Mohammad Yaqoob Bhat、Atul Kumar、Qazi Naveed Ahmed

  DOI：10.1016/j.tet.2020.131105

  日期：2020.4

  A novel, efficient, economical strategy for the coupling and direct selenation of arylhydrazines to selenides using SeO2 has been developed. Our method employs SeO2 as the selenium source with hydrazines as coupling reactants to generate selenides via dinitrogen extrusion. This reagent also helped to generate ArSesubstitued aniline derivatives via C– H functionalization reaction in good yields. The

  已经开发出一种新颖，有效，经济的策略，用于使用SeO2将芳基肼偶联并直接硒化成硒化物。我们的方法采用SeO2作为硒源，与肼作为偶合反应物，通过二氮挤压生成硒化物。该试剂还有助于通过C–H官能化反应以高收率生成ArSe取代的苯胺衍生物。还进行了该方法在克量表中的应用。