(E)-1,2-dibromo-1,2-bis(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)disilene | 1349883-19-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (E)-1,2-dibromo-1,2-bis(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)disilene
• 英文别名: (E)-bromo-[bromo-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silylidene]-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silane
• CAS: 1349883-19-7
• 化学式: C₄₈H₇₄Br₂Si₂
• 分子量: 867.095
• InChiKey: ALDWHDIEANIORT-WYYOLBRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.61
• 重原子数：
  52
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  (E)-1,2-dibromo-1,2-bis(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)disilene 、 4-吡咯烷基吡啶 以 氘代苯 为溶剂， 生成 Bromo-(4-pyrrolidin-1-ylpyridin-1-ium-1-yl)-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silanide
  参考文献：
  名称：

  Room-Temperature Dissociation of 1,2-Dibromodisilenes to Bromosilylenes

  摘要：

  A room-temperature dynamic equilibrium between dibromodisilenes and bromosilylenes has been demonstrated by taking advantage of the steric protection using the fused-ring bulky 1,1,3,3,5,5,7,7-octa-R-s-hydrindacen-4-yl (Rind) groups. Although the bromosilylenes cannot be directly observed by spectroscopic methods, the thermal homolytic cleavage of the Si=Si double bond has been confirmed by a pseudo-first-order kinetics for the trapping with bis(trimethylsilyl)acetylene and a crossover reaction using two kinds of Rind-substituted dibromodisilenes. The addition of 4-pyrrolidinopyridine (PPy) to the dibromodisilene leads to an equilibrium mixture between the dibromodisilene and a PPy adduct of bromosilylene, the latter being isolated and characterized. The substitution of the bromine atom in the dibromodisilene by the Grignard reagent is significantly accelerated by the addition of PPy.

  DOI：

  10.1021/ja209736d
• 作为产物：
  描述：

  tribromo(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)silane 在 萘 、 lithium 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到(E)-1,2-dibromo-1,2-bis(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)disilene
  参考文献：
  名称：

  Room-Temperature Dissociation of 1,2-Dibromodisilenes to Bromosilylenes

  摘要：

  A room-temperature dynamic equilibrium between dibromodisilenes and bromosilylenes has been demonstrated by taking advantage of the steric protection using the fused-ring bulky 1,1,3,3,5,5,7,7-octa-R-s-hydrindacen-4-yl (Rind) groups. Although the bromosilylenes cannot be directly observed by spectroscopic methods, the thermal homolytic cleavage of the Si=Si double bond has been confirmed by a pseudo-first-order kinetics for the trapping with bis(trimethylsilyl)acetylene and a crossover reaction using two kinds of Rind-substituted dibromodisilenes. The addition of 4-pyrrolidinopyridine (PPy) to the dibromodisilene leads to an equilibrium mixture between the dibromodisilene and a PPy adduct of bromosilylene, the latter being isolated and characterized. The substitution of the bromine atom in the dibromodisilene by the Grignard reagent is significantly accelerated by the addition of PPy.

  DOI：

  10.1021/ja209736d

文献信息

• Reactions of Diaryldibromodisilenes with N-Heterocyclic Carbenes: Formation of Formal Bis-NHC Adducts of Silyliumylidene Cations
  作者：Tomohiro Agou、Naoki Hayakawa、Takahiro Sasamori、Tsukasa Matsuo、Daisuke Hashizume、Norihiro Tokitoh

  DOI：10.1002/chem.201403083

  日期：2014.7.21

  2‐dibromodisilenes ((E)‐Ar(Br)SiSi(Br)Ar) with N‐heterocyclic carbenes (NHC) afforded NHC–arylbromosilylene adducts or bromide salts of the corresponding bis‐NHC adducts of the formal arylsilyliumylidene cations ([ArSi:]+). In some cases, an NHC was able to replace a bromide anion in the coordination sphere of the arylbromosilylene–NHC adduct.

  稳定的1,2-二溴二ilenes （（E）-Ar（Br）SiSi（Br）Ar）与N-杂环卡宾（NHC）的反应提供了NHC-芳基溴亚甲硅烷基加合物或相应的双NHC加合物的溴化物盐正式的芳基亚甲硅烷基阳离子（[ArSi：] +）。在某些情况下，NHC能够取代芳基溴代甲硅烷基-NHC加合物的配位区内的溴化物阴离子。
• Room-Temperature Dissociation of 1,2-Dibromodisilenes to Bromosilylenes
  作者：Katsunori Suzuki、Tsukasa Matsuo、Daisuke Hashizume、Kohei Tamao

  DOI：10.1021/ja209736d

  日期：2011.12.14

  A room-temperature dynamic equilibrium between dibromodisilenes and bromosilylenes has been demonstrated by taking advantage of the steric protection using the fused-ring bulky 1,1,3,3,5,5,7,7-octa-R-s-hydrindacen-4-yl (Rind) groups. Although the bromosilylenes cannot be directly observed by spectroscopic methods, the thermal homolytic cleavage of the Si=Si double bond has been confirmed by a pseudo-first-order kinetics for the trapping with bis(trimethylsilyl)acetylene and a crossover reaction using two kinds of Rind-substituted dibromodisilenes. The addition of 4-pyrrolidinopyridine (PPy) to the dibromodisilene leads to an equilibrium mixture between the dibromodisilene and a PPy adduct of bromosilylene, the latter being isolated and characterized. The substitution of the bromine atom in the dibromodisilene by the Grignard reagent is significantly accelerated by the addition of PPy.