dichlorobis(pyrrol-1-yl)silane | 175222-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: dichlorobis(pyrrol-1-yl)silane
• 英文别名: Dichlorbis(pyrrol-1-yl)silan；Dichloro-di(pyrrol-1-yl)silane；dichloro-di(pyrrol-1-yl)silane
• CAS: 175222-10-3
• 化学式: C₈H₈Cl₂N₂Si
• 分子量: 231.156
• InChiKey: WHDRGXJTSCLSEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  9.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  dichlorobis(pyrrol-1-yl)silane 、 甲胺 以 乙醚 为溶剂， 以82%的产率得到tris(methylamino)-(pyrrol-1-yl)silan
  参考文献：
  名称：

  INDOL-1-YL-UND-(PYRROL-1-YL)-CYCLODI-UND-TRISILAZANE-SYNTHESE UND RINGKONTRAKTION

  摘要：

  Dichloro(indol-1-yl)silanes react with lithium-tert.-butylamide to mono- and bis(amino)-(indol-1-yl)silanes 1-3. In addition to this dichlorobis(pyrrol-1-yl)silane and lithium-tert.-butylamide give the bis(amino)-bis(pyrrol-1-yl)silane 4, however, with tert.-butylamine the mono(amino)-chlorobis(pyrrol-1-yl)silane 5 is formed. 3 and 5 are two more examples for the rare NH-functional chlorosilanes. Depending on the stoichiometry the methylamino(pyrrol-1-yl)silanes 6 and 7 are formed in the reaction of dichlorobis(pyrrolyl-1-yl)silane and methylamine. 7 is formed with displacement of the pyrrolyl-substituent by the more basic methylamino-group. 1 and 2 can be dilithiated and added to difluorosilanes leading to the cyclodisilazanes 8-10. 1.3.5-Tris(fluorodimethylsilyl)hexamethylcyclotrisilazane is an educt for pyrrol-1-yl- and (indol-1-yl)silylhexamethylcyclotrisilazanes 11-14. It reacts with one equivalent of lithiumpyrrolide or -indolide to 11 and 12 or with two or three equivalents of lithiumpyrrolide to 13 and 14. The 1.3-bis((N-(indol-1-yl)dimethylsilyl)aminodimethylsilyl)-2.4-bis(dimethyl)cyclodisilazane 15 is formed in the reaction of 1.5-bis(fluorodimethylsilyl)octamethylcyclotetrasilazane with lithiumindolide which catalyzes the ringcontraction. The crystal structure of 14 is reported.

  DOI：

  10.1080/10426509608046359
• 作为产物：
  描述：

  lithium pyrrolide 以 乙醚 为溶剂， 反应 8.0h， 以51%的产率得到dichlorobis(pyrrol-1-yl)silane
  参考文献：
  名称：

  Optical properties of pyrrolyl-substituted polysilanes

  摘要：

  Pyrrolyl-substituted polysilanes were synthesized in the present study. The pyrrolyl rings directly attached to the Si conjugated main chains with Si-N bonds. Poly(alkylpyrrolylsilane) and poly(phenylpyrrolylsilane) showed a chromophore which is attributed to sigma-sigma* transition in the conjugated system associated with near-UV fluorescence. However, a strong photoluminescence band was observed at 450-500 mn other than the near-UV photoluminescence for the polysilanes. The luminescence is due to the energy relaxation from sigma* to an inter-band level produced by sigma-pi mixing between main chain sigma-conjugated system and pyrrolyl groups as suggested by theoretical calculations. Transient spectroscopy of the polysilanes was also carried out showing a new chromophore at the vis-IR region (800 nm) other than near-UV (300-400 nm) and IR (similar to 2000 nm) absorption bands typically observed for alkyl- and phenyl-substituted polysilanes. It also supports the presence of the mid-gap level in the pyrrolyl-substituted polysilanes. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00398-3

文献信息

• Frenzel, Andrea; Herbst-Irmer, Regine; Klingebiel, Uwe, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1995, vol. 50, # 11, p. 1658 - 1664
  作者：Frenzel, Andrea、Herbst-Irmer, Regine、Klingebiel, Uwe、Noltemeyer, Mathias、Schaefer Martina

  DOI：——

  日期：——
• INDOL-1-YL-UND-(PYRROL-1-YL)-CYCLODI-UND-TRISILAZANE-SYNTHESE UND RINGKONTRAKTION
  作者：A. Frenzel、R. Herbst-irmer、U. Klingebiel、M. Scháfer

  DOI：10.1080/10426509608046359

  日期：1996.5.1

  Dichloro(indol-1-yl)silanes react with lithium-tert.-butylamide to mono- and bis(amino)-(indol-1-yl)silanes 1-3. In addition to this dichlorobis(pyrrol-1-yl)silane and lithium-tert.-butylamide give the bis(amino)-bis(pyrrol-1-yl)silane 4, however, with tert.-butylamine the mono(amino)-chlorobis(pyrrol-1-yl)silane 5 is formed. 3 and 5 are two more examples for the rare NH-functional chlorosilanes. Depending on the stoichiometry the methylamino(pyrrol-1-yl)silanes 6 and 7 are formed in the reaction of dichlorobis(pyrrolyl-1-yl)silane and methylamine. 7 is formed with displacement of the pyrrolyl-substituent by the more basic methylamino-group. 1 and 2 can be dilithiated and added to difluorosilanes leading to the cyclodisilazanes 8-10. 1.3.5-Tris(fluorodimethylsilyl)hexamethylcyclotrisilazane is an educt for pyrrol-1-yl- and (indol-1-yl)silylhexamethylcyclotrisilazanes 11-14. It reacts with one equivalent of lithiumpyrrolide or -indolide to 11 and 12 or with two or three equivalents of lithiumpyrrolide to 13 and 14. The 1.3-bis((N-(indol-1-yl)dimethylsilyl)aminodimethylsilyl)-2.4-bis(dimethyl)cyclodisilazane 15 is formed in the reaction of 1.5-bis(fluorodimethylsilyl)octamethylcyclotetrasilazane with lithiumindolide which catalyzes the ringcontraction. The crystal structure of 14 is reported.
• Optical properties of pyrrolyl-substituted polysilanes
  作者：Shu Seki*、Yoshihisa Kunimi、Kazutaka Nishida、Kayo Aramaki、Seiichi Tagawa*

  DOI：10.1016/s0022-328x(00)00398-3

  日期：2000.10

  Pyrrolyl-substituted polysilanes were synthesized in the present study. The pyrrolyl rings directly attached to the Si conjugated main chains with Si-N bonds. Poly(alkylpyrrolylsilane) and poly(phenylpyrrolylsilane) showed a chromophore which is attributed to sigma-sigma* transition in the conjugated system associated with near-UV fluorescence. However, a strong photoluminescence band was observed at 450-500 mn other than the near-UV photoluminescence for the polysilanes. The luminescence is due to the energy relaxation from sigma* to an inter-band level produced by sigma-pi mixing between main chain sigma-conjugated system and pyrrolyl groups as suggested by theoretical calculations. Transient spectroscopy of the polysilanes was also carried out showing a new chromophore at the vis-IR region (800 nm) other than near-UV (300-400 nm) and IR (similar to 2000 nm) absorption bands typically observed for alkyl- and phenyl-substituted polysilanes. It also supports the presence of the mid-gap level in the pyrrolyl-substituted polysilanes. (C) 2000 Elsevier Science S.A. All rights reserved.