(Z)-1-phenylseleno-2-phenylthiohex-1-ene | 851935-12-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (Z)-1-phenylseleno-2-phenylthiohex-1-ene
• 英文别名: [(Z)-1-phenylselanylhex-1-en-2-yl]sulfanylbenzene
• CAS: 851935-12-1
• 化学式: C₁₈H₂₀SSe
• 分子量: 347.383
• InChiKey: VXYMKMCBYDMKNP-ICFOKQHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (hex-1-ynyl)(phenyl)selane 、 二苯二硫醚 在 sodium tetrahydroborate 作用下， 以 PEG-400 为溶剂， 反应 3.5h， 以76%的产率得到(Z)-1-phenylseleno-2-phenylthiohex-1-ene
  参考文献：
  名称：

  Highly stereoselective method to prepare bis-phenylchalcogen alkenes via addition of chalcogenolate to phenylseleno alkynes

  摘要：

  The preparation of bis-phenylchalcogen alkenes starting from phenylseleno alkynes is described. The nucleophilic species of selenium, tellurium and sulfur were generated in situ from the reaction of the respective diphenyl dichalcogenide with NaBH4 in PEG-400 as solvent. The chalcogenolate anions were efficiently and selectively added to a variety of phenylselenoalkynes at mild conditions, furnishing the respective (Z)-1,2-bis-phenylchalcogen alkenes in good yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.028

文献信息

• Highly stereoselective method to prepare bis-phenylchalcogen alkenes via addition of chalcogenolate to phenylseleno alkynes
  作者：Gelson Perin、Elton L. Borges、Diego Alves

  DOI：10.1016/j.tetlet.2012.02.028

  日期：2012.4

  The preparation of bis-phenylchalcogen alkenes starting from phenylseleno alkynes is described. The nucleophilic species of selenium, tellurium and sulfur were generated in situ from the reaction of the respective diphenyl dichalcogenide with NaBH4 in PEG-400 as solvent. The chalcogenolate anions were efficiently and selectively added to a variety of phenylselenoalkynes at mild conditions, furnishing the respective (Z)-1,2-bis-phenylchalcogen alkenes in good yields. (C) 2012 Elsevier Ltd. All rights reserved.