1-(2-噻吩基)-2,8,9-三氧杂-5-氮杂-1-硅杂双环[3.3.3]十一烷 | 41422-87-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 1-(2-噻吩基)-2,8,9-三氧杂-5-氮杂-1-硅杂双环[3.3.3]十一烷
• 英文名称: 2-silatranylthiophene
• 英文别名: 2-thienylsilatrane；1-thiophen-2-yl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane；1-(2-Thienyl)-2,8,9-trioxa-5-aza-1-silabicyclo(3.3.3)undecane；1-thiophen-2-yl-2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecane
• CAS: 41422-87-1
• 化学式: C₁₀H₁₅NO₃SSi
• 分子量: 257.385
• InChiKey: GEBJEDOKPRVAJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.27
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  59.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [manganese(I) (carbonyl)5] tetrafluoroborate 、 1-(2-噻吩基)-2,8,9-三氧杂-5-氮杂-1-硅杂双环[3.3.3]十一烷 以 二氯甲烷 为溶剂， 以76%的产率得到[(2-silathranylthiophene)Mn(CO)3]BF4
  参考文献：
  名称：

  锰噻吩三羰基配合物：硫亲核加成反应和噻吩盐的合成

  摘要：

  新的噻吩锰衍生物[[2-R 1 -C 4 H 3 S）Mn（CO）3 ] + 1（sil）（R 1 = Si（OCH 2 CH 2）3 N）和1（Mn）（R 1 =（C 6 H 6）Mn（CO）3），已经合成并研究了它们与亲核试剂的反应。除格氏试剂，亲核试剂（如新- = H - ，- CN，- P（O）（OR）2（R = Me，Ph））通常攻击C5位置。格氏试剂攻击硫原子，生成锰S -R-噻吩羰基3。为了比较格氏试剂添加1（sil）和1（Mn）与（噻吩）Mn（CO）3 +的反应性，已知化合物[（噻吩）Mn（CO）3 ] +（噻吩=合成了噻吩，2-甲基噻吩，2,5-二甲基噻吩，并研究了它们与格氏试剂的反应。在所有情况下，均以单一产物形式获得S -R-噻吩羰基锰3。助焊剂3（R = Ph，p-甲苯基，2-噻吩基）与Me 3 NO在苯中的反应生成二芳基硫醚。在CH 2 Cl 2中用NOBF 4处

  DOI：

  10.1021/om970031b
• 作为产物：
  描述：

  三乙醇胺 、 trimethoxy(thiophen-2-yl)silane 以 甲苯 为溶剂， 反应 3.0h， 以65%的产率得到1-(2-噻吩基)-2,8,9-三氧杂-5-氮杂-1-硅杂双环[3.3.3]十一烷
  参考文献：
  名称：

  Palladium-Catalyzed Cross-Coupling of Aryl Chlorides with Arylsilatranes

  摘要：

  The cross-coupling reactions of arylsilatranes with readily available and inexpensive aryl chlorides were carried out in toluene/THF at 100 degrees C for 3 h in the presence of tetrabutylammonium fluoride as an activator for smooth transmetalation and catalytic amounts of palladium(II) acetate and XPhos.

  DOI：

  10.3987/com-16-s(s)21

文献信息

• A novel route to pentacoordinated organylsilanes and -germanes
  作者：Vladimir Gevorgyan、Larisa Borisova、Armand Vyater、Victoria Ryabova、Edmunds Lukevics

  DOI：10.1016/s0022-328x(97)00454-3

  日期：1997.12

  New convenient methods of sila- and germatranes synthesis from ethoxy-and tetraorganylsilanes and -germanes have been elaborated. The reaction of ethoxysilanes with boratrane in the presence of catalytic amounts of metal alcoholates has been investigated. Dimethylformamide (DMF) as a solvent and NaOEt as a catalyst used instead of xylene and Al(O-i-Pr)(3) were found to give better yields. The possibility of using alkoxy-, aminosilanes, tetraethoxygermane and even tetraorganylsilanes in this reaction leading to the corresponding atranes with good yields has been demonstrated. Triethanolamine in the presence of catalytic amounts of base or CsF easily substitutes furyl-, dihydrofuryl-, dihydropyranyl- and thienyl groups in tris-and tetraheterylsilanes, leading to organylsilatranes with good to excellent yields. (C) 1997 Elsevier Science S.A.
• Voronkov,M.G. et al., Chemistry of Heterocyclic Compounds, 1976, vol. 12, p. 646 - 648
  作者：Voronkov,M.G. et al.

  DOI：——

  日期：——
• Lukevits, E'.; Pudova, O. A.; Popelis, Yu., Journal of general chemistry of the USSR, 1981, vol. 51, # 2, p. 300 - 304
  作者：Lukevits, E'.、Pudova, O. A.、Popelis, Yu.、Erchak, N. P.

  DOI：——

  日期：——
• Organylsilatranes from the reaction of tetraorganylsilanes with triethanolamine
  作者：Vladimir Gevorgyan、Larisa Borisova、Edmunds Lukevics

  DOI：10.1016/s0022-328x(96)06652-1

  日期：1997.1

  Triethanolamine selectively cleaves Si-C bonds in heterylsilanes (3) under basic/nucleophilic catalysis, leading to organylsilatranes (4) with good to excellent yields.
• Palladium-Catalyzed Cross-Coupling of Aryl Chlorides with Arylsilatranes
  作者：Hideki Yorimitsu、Yutaro Yamamoto、Alexandre Baralle、Anaïs Godefroy、Kei Murakami、Atsuhiro Osuka

  DOI：10.3987/com-16-s(s)21

  日期：——

  The cross-coupling reactions of arylsilatranes with readily available and inexpensive aryl chlorides were carried out in toluene/THF at 100 degrees C for 3 h in the presence of tetrabutylammonium fluoride as an activator for smooth transmetalation and catalytic amounts of palladium(II) acetate and XPhos.