trimethyl(thianthren-1-yl)silane | 885502-56-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二硫类化合物
• 英文名称: trimethyl(thianthren-1-yl)silane
• 英文别名: 1-(trimethylsilyl)thianthrene；Trimethyl(thianthren-1-yl)silane
• CAS: 885502-56-7
• 化学式: C₁₅H₁₆S₂Si
• 分子量: 288.51
• InChiKey: KQNYQXVAUCPTNU-UHFFFAOYSA-N

物化性质

• 沸点：
  357.8±41.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trimethyl(thianthren-1-yl)silane 在 溴 作用下， 以 四氯化碳 为溶剂， 以92%的产率得到1-bromo-thianthrene
  参考文献：
  名称：

  Design of reversible organic–organometallic multi-redox systems using thianthrene having ferrocene fragments

  摘要：

  1-Ferrocenyl- and 1,9-diferrocenyl-thianthrenes have been synthesized by using palladium-catalyzed cross-coupling reactions of 1-bromo- and 1,9-dibromo-thianthrenes with ferrocenylzinc chloride. The structure of 1-ferrocenylthianthrene was determined by X-ray crystallographic analysis. 1-Ferrocenyl- and 1,9-diferrocenyl-thianthrenes show well-defined separated two-steps two-electrons and three-steps three-electrons reversible redox waves derived from the ferrocenium cation and the thianthrene radical cation, respectively, by the cyclic voltammetry in dichloromethane containing the supporting electrolyte anion of [B(C6F5)(4)](-). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.062
• 作为产物：
  描述：

  三甲基氯硅烷 、 噻蒽 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以82%的产率得到trimethyl(thianthren-1-yl)silane
  参考文献：
  名称：

  碳链连接的噻吨衍生物的合成

  摘要：

  摘要 制备了二噻吩-1-基甲醇和1,1'-亚甲基二噻吩并对其反应进行了研究。1,1'-亚甲基二噻蒽的锂化反应发生在亚甲基碳而不是噻吩骨架上，当锂化衍生物与噻吩-1-基甲醛反应时，位阻1,2,2-三噻吩-1-基乙醇以高收率获得。通过X射线晶体学确认了1，1′-亚甲基二硫蒽和1，2，2-三噻吩-1-基乙醇的结构。为阐明噻吨衍生物的性质和反应活性，我们还制备了1,6-（噻吨-1,9-二基）己烷-1,6-二醇（5,6,7,8,9,10-六氢-1， 14-乙硫基二苯并[ b，j[噻硫基环十一烷-5,10-二醇]作为模型化合物，其中噻蒽的1和9位通过碳链桥接。 制备了二噻吩-1-基甲醇和1,1'-亚甲基二噻吩并对其反应进行了研究。1,1'-亚甲基二噻蒽的锂化反应发生在亚甲基碳而不是噻吩骨架上，当锂化衍生物与噻吩-1-基甲醛反应时，位阻1,2,2-三噻吩-1-基乙醇以高收率获得。通过X射线晶体学确认了1

  DOI：

  10.1055/s-0033-1338550

文献信息

• Photo SN-bond cleavage and related reactions of thianthrene sulfilimine derivatives
  作者：Tomoyuki Fujita、Hideo Kamiyama、Yasushi Osawa、Hiroyuki Kawaguchi、Bung Ju Kim、Atsushi Tatami、Wataru Kawashima、Tetsuo Maeda、Atsushi Nakanishi、Hiroyuki Morita

  DOI：10.1016/j.tet.2007.05.004

  日期：2007.8

  Several 1- and 2-substituted thianthrene sulfilimine derivatives were prepared and the selectivity toward oxidation and N-tosylimination under several conditions was studied. In the photolysis of trans-5-(N-p-tosyl) iminothianthrene 10-oxide (trans-10), photo isomerization to cis-10 was observed. Further, photoimino-transferreaction of sulfilimines and their 10-mono- and -dioxide derivatives to sulfides was intensively studied to make clear the ability as nitrene precursors. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of Thianthrene Derivatives Linked by Carbon Chains
  作者：Md. Sheikh、Toshiaki Yoshimura、Hiroyuki Morita、Takasi Iwasawa、Akitaka Nakajima、Atsutaka Kitao、Noritatsu Tsubaki、Ryuta Miyatake

  DOI：10.1055/s-0033-1338550

  日期：——

  10-hexahydro-1,14-epithiodibenzo[b,j]thiacycloundecine-5,10-diol) as a model compound in which the 1- and 9-positions of thianthrene are bridged by a carbon chain. Dithianthren-1-ylmethanol and 1,1′-methylenedithianthrene were prepared and their reactions were studied. Lithiation of 1,1′-methylenedithianthrene took place on the methylene carbon rather than on the thianthrene framework, and when the lithiated derivative

  摘要 制备了二噻吩-1-基甲醇和1,1'-亚甲基二噻吩并对其反应进行了研究。1,1'-亚甲基二噻蒽的锂化反应发生在亚甲基碳而不是噻吩骨架上，当锂化衍生物与噻吩-1-基甲醛反应时，位阻1,2,2-三噻吩-1-基乙醇以高收率获得。通过X射线晶体学确认了1，1′-亚甲基二硫蒽和1，2，2-三噻吩-1-基乙醇的结构。为阐明噻吨衍生物的性质和反应活性，我们还制备了1,6-（噻吨-1,9-二基）己烷-1,6-二醇（5,6,7,8,9,10-六氢-1， 14-乙硫基二苯并[ b，j[噻硫基环十一烷-5,10-二醇]作为模型化合物，其中噻蒽的1和9位通过碳链桥接。 制备了二噻吩-1-基甲醇和1,1'-亚甲基二噻吩并对其反应进行了研究。1,1'-亚甲基二噻蒽的锂化反应发生在亚甲基碳而不是噻吩骨架上，当锂化衍生物与噻吩-1-基甲醛反应时，位阻1,2,2-三噻吩-1-基乙醇以高收率获得。通过X射线晶体学确认了1
• Design of reversible organic–organometallic multi-redox systems using thianthrene having ferrocene fragments
  作者：Satoshi Ogawa、Hiroki Muraoka、Ryu Sato

  DOI：10.1016/j.tetlet.2006.02.062

  日期：2006.4

  1-Ferrocenyl- and 1,9-diferrocenyl-thianthrenes have been synthesized by using palladium-catalyzed cross-coupling reactions of 1-bromo- and 1,9-dibromo-thianthrenes with ferrocenylzinc chloride. The structure of 1-ferrocenylthianthrene was determined by X-ray crystallographic analysis. 1-Ferrocenyl- and 1,9-diferrocenyl-thianthrenes show well-defined separated two-steps two-electrons and three-steps three-electrons reversible redox waves derived from the ferrocenium cation and the thianthrene radical cation, respectively, by the cyclic voltammetry in dichloromethane containing the supporting electrolyte anion of [B(C6F5)(4)](-). (c) 2006 Elsevier Ltd. All rights reserved.