((4-Chlorophenyl)ethynyl)(phenyl)selane | 91585-33-0

• 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: ((4-Chlorophenyl)ethynyl)(phenyl)selane
• 英文别名: 1-Chloro-4-(2-phenylselanylethynyl)benzene
• CAS: 91585-33-0
• 化学式: C₁₄H₉ClSe
• 分子量: 291.638
• InChiKey: YSZCMYLEGLPGGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  379.7±44.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  ((4-Chlorophenyl)ethynyl)(phenyl)selane 、 丁炔二酸二乙酯 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以71%的产率得到tetraethyl 4'-chloro-6-phenylselanylbiphenyl-2,3,4,5-tetracarboxylate
  参考文献：
  名称：

  Palladium-catalyzed alkynylselenation of acetylenedicarboxylates leading to enyne selenides and application to synthesis of multisubstituted aryl selenides

  摘要：

  Upon treatment of a mixture of alkynyl selenides and acetylenedicarboxylates with Pd(OAc)(2)/P(o-tol)(3)/K2CO3/H2O-catalytic system, the alkynylselenation of acetylenedicarboxylates takes place to give the corresponding alkynylvinyl selenides. Furthermore, alkynyl selenides undergo the intermolecular [2+2+2] cycloaddition reaction in the presence of PdCl2(PPh3)(2) as a catalyst, affording the corresponding multisubstituted aryl selenides selectively.(C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.125
• 作为产物：
  描述：

  1-(4-Chlorophenyl)-2-phenylselanyl-2-(triphenyl-lambda5-phosphanylidene)ethanone 200.0 ℃ 、0.67 Pa 条件下， 反应 1.0h， 以83%的产率得到((4-Chlorophenyl)ethynyl)(phenyl)selane
  参考文献：
  名称：

  An Intramolecular Wittig Reaction Leading to Protected Terminal Acetylenes

  摘要：

  DOI：

  10.1055/s-1984-30789

文献信息

• Mechanochemical Synthesis of Active Magnetite Nanoparticles Supported on Charcoal for Facile Synthesis of Alkynyl Selenides by C−H Activation
  作者：Balaji Mohan、Ji Chan Park、Kang Hyun Park

  DOI：10.1002/cctc.201600280

  日期：2016.7.20

  Magnetite (Fe3O4) nanoparticles supported on charcoal, graphene, or SBA‐15 were prepared by a simple solid‐state grinding technique and subsequent thermal treatment. The Fe3O4 nanoparticles supported on activated charcoal exhibited high catalytic activity and furnished good yields of the alkynyl selenide product in the cross‐coupling reaction of diphenyl diselenide and alkynes through activation of

  通过简单的固态研磨技术和随后的热处理制备了负载在木炭，石墨烯或SBA-15上的磁铁矿（Fe 3 O 4）纳米粒子。负载在活性炭上的Fe 3 O 4纳米颗粒表现出高催化活性，并在生态友好条件下通过活化C-H和Se-Se键，在二苯基二硒化物与炔烃的交叉偶联反应中提供了炔基硒化物产物的良好收率。传统的铜基催化剂可实现相同的有机转化。
• An efficient and general procedure for the synthesis of alkynyl chalcogenides (selenides and tellurides) by alumina-supported Cu(II)-catalyzed reaction of alkynyl bromides and diphenyl dichalcogenides
  作者：Sabir Ahammed、Sukalyan Bhadra、Debasish Kundu、Bojja Sreedhar、Brindaban C. Ranu

  DOI：10.1016/j.tet.2012.08.046

  日期：2012.12

  catalyzes the reaction of alkynyl bromides and diphenyl diselenides and ditellurides in presence of Zn dust or indium(I) bromide to provide the corresponding alkynyl selenides and tellurides. The reactions of a wide variety of substituted alkynyl bromides have been addressed. The zinc dust or InBr is required for the cleavage of diphenyl selenides/tellurides. The mechanism of the reaction is established

  在锌粉或溴化铟（I）的存在下，氧化铝（Al 2 O 3）负载的铜（II）有效催化炔基溴化物与二苯基二硒化物和二碲化物的反应，从而提供相应的炔基硒化物和碲化物。已经解决了多种取代的炔基溴的反应。裂解二苯硒化物/碲化物需要锌粉或InBr。建立了反应机理。产品的产率很高，并且催化剂被回收。
• A simple and effective approach to the synthesis of alkynyl selenides from terminal alkynes
  作者：Barahman Movassagh、Mozhgan Navidi

  DOI：10.1016/j.cclet.2012.06.036

  日期：2012.9

  Alkynyl selenides were prepared under very mild conditions by reacting terminal alkynes with respective diorganic diselenides in the presence of potassium t-butoxide. The advantages of this protocol include the use of readily available substrates and reagent and good yield of the products. (C) 2012 Barahman Movassagh. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• A convenient synthetic route for alkynylselenides from alkynyl bromides and diaryl diselenides employing copper(I)/imidazole as novel catalyst system
  作者：Anuj Sharma、Ricardo S. Schwab、Antonio L. Braga、Thiago Barcellos、Marcio W. Paixão

  DOI：10.1016/j.tetlet.2008.06.071

  日期：2008.8

  A mild, convenient, and effective strategy is developed for the synthesis of alkynyl selenides from alkynyl bromides and respective diselenides using Cul/imidazole as a novel catalyst system with Mg as additive. The Procedure affords the title compounds in moderate to good yield (51-89%). The main advantages of the protocol include the use of inexpensive copper catalyst, a novel Cu(I)/imidazole combination, and good yield of the products. (C) 2008 Elsevier Ltd. All rights reserved.
• BRAGA, A. L.;COMASSETO, J. V.;PETRAGNANI, N., SYNTHESIS, BRD, 1984, N 3, 240-243
  作者：BRAGA, A. L.、COMASSETO, J. V.、PETRAGNANI, N.

  DOI：——

  日期：——