2,6-dimethylphenyl(1-(naphthalene-6-yl))sulfane | 1360571-21-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,6-dimethylphenyl(1-(naphthalene-6-yl))sulfane
• 英文别名: (2,6-dimethylphenyl)(naphthalen-2-yl)sulfane
• CAS: 1360571-21-6
• 化学式: C₁₈H₁₆S
• 分子量: 264.391
• InChiKey: KSIDTHHHZYNRRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.61
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,6-二甲基巯基苯酚 、 2-萘硼酸 在 copper diacetate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以93%的产率得到2,6-dimethylphenyl(1-(naphthalene-6-yl))sulfane
  参考文献：
  名称：

  Copper Mediated Formation of Carbon-Heteroatom Bonds Using Organoboron Reagents and Ultrasound

  摘要：

  This report summarizes research efforts focused on copper acetate mediated reactions to form new carbon-heteroatom bonds using organoboron reagents under ultrasound irradiation. The method involves the application of ultrasound irradiation to the Chan-Evans-Lam reaction to achieve O-arylation of phenols, N-arylation of anilines and indoles, and S-arylation of thiols. Ultrasound irradiation was found to decrease reaction times from 72 hours to 4 hours while improving the product yields an average of 20%(1) Representative C-O, C-N, and C-S coupling reactions were successfully scaled-up from the milligram to gram levels while maintaining good product yields offering potential applications in industrial processes.

  DOI：

  10.3987/com-14-s(k)18

文献信息

• Graphene oxide as a carbocatalyst: the first example of a one-pot sequential dehydration–hydrothiolation of secondary aryl alcohols
  作者：Basudeb Basu、Samir Kundu、Debasish Sengupta

  DOI：10.1039/c3ra44712j

  日期：——

  An efficient and mild one-pot graphene oxide (GO)-catalyzed sequential dehydration–hydrothiolation reaction has been developed for the first time from a mixture of secondary aryl alcohols and thiols. The resulting unsymmetrical thioethers were prepared under metal-free conditions. The catalyst can be reused for five runs with appreciable conversions.

  一种高效且温和的一锅法石墨烯氧化物（GO）催化的连续脱水-硫醇化反应首次从次级芳香醇和硫醇的混合物中开发。所得到的不对称硫醚在无金属条件下制备。该催化剂可重复使用五次，且转化率可观。
• Carbon-Sulfur Bond Formation of Challenging Substrates at Low Temperature by Using Pd-PEPPSI-IPent
  作者：Mahmoud Sayah、Michael G. Organ

  DOI：10.1002/chem.201102158

  日期：2011.10.10

  bromides and chlorides has been achieved under the most mild temperatures yet reported (i.e., room temperature to 40 °C). The bulk afforded by the di‐2,6‐(3‐propylphenyl)imidazolium‐derived Pd‐PEPPSI‐IPent catalyst is believed to actively promote the critical reductive elimination step of the catalytic cycle, thereby eliminating the formation of poisonous off‐cycle dimeric resting states that have plagued

  芳基硫醇变得又快又快：在迄今报道的最温和的温度下（即室温至40°C），已实现了烷基，芳基和甲硅烷基硫醇与受阻，失活的芳基溴化物和氯化物的偶联。据信由二-2-（6-（3-丙基苯基）咪唑鎓）衍生的Pd-PEPPSI-IPent催化剂提供的大部分可积极促进催化循环的关键还原消除步骤，从而消除有毒的非循环二聚体的形成。静止状态困扰着Pd催化的硫化反应。