bis(trimethylsilylethynyl-dimethylsilyl)ethyne | 132625-46-8

• 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
• 英文名称: bis(trimethylsilylethynyl-dimethylsilyl)ethyne
• 英文别名: 2,2,5,5,8,8,11,11-Octamethyl-2,5,8,11-tetrasiladodeca-3,6,9-triyne；2-[dimethyl(2-trimethylsilylethynyl)silyl]ethynyl-dimethyl-(2-trimethylsilylethynyl)silane
• CAS: 132625-46-8
• 化学式: C₁₆H₃₀Si₄
• 分子量: 334.756
• InChiKey: YHOSBWJFRGXQOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  tribenzylborane 、 bis(trimethylsilylethynyl-dimethylsilyl)ethyne 以 甲苯 为溶剂， 生成 、 (4-benzyl-3-dibenzylboranyl-1,1,6,6-tetramethyl-2-trimethylsilylsilolo[2,3-b]silol-5-yl)-trimethylsilane
  参考文献：
  名称：

  1,6-Dihydro-1,6-disilapentalene derivatives by 1,1-organoboration of triynes

  摘要：

  The triynes (RC)-C-1=C-SiMe2-C=C-SiMe2-C=CR1 [R-1 = H (3), SiMe3 (4) SnMe3 (5)] were prepared, and their reactivity towards triorganoboranes R3B 6 [R = Et (a), CH2Ph (b), Ph (c), 2-thienyl (d)] was studied. In the case of 3, decomposition was observed whereas the reaction of 4 and 5 with 6 affords the 1,6-dihydro-1,6-disilapentalene derivatives 7a-d (from 4) and 9a, c (from 5) in almost quantitative yield. This is the result of stereo- and regioselective intermolecular 1,1-organoboration in the first step of the reaction, followed by two consecutive intramolecular 1,1-vinyloborations. The products were characterised by their H-1-,B- 11-, C-13-, Si-29- and Sn-119-NMR data. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00529-4
• 作为产物：
  描述：

  bis(dimethylsilyl)acetylene 在 正丁基锂 、 氯 作用下， 以 四氯化碳 、 正己烷 为溶剂， 反应 8.0h， 生成 bis(trimethylsilylethynyl-dimethylsilyl)ethyne
  参考文献：
  名称：

  1,6-Dihydro-1,6-disilapentalene derivatives by 1,1-organoboration of triynes

  摘要：

  The triynes (RC)-C-1=C-SiMe2-C=C-SiMe2-C=CR1 [R-1 = H (3), SiMe3 (4) SnMe3 (5)] were prepared, and their reactivity towards triorganoboranes R3B 6 [R = Et (a), CH2Ph (b), Ph (c), 2-thienyl (d)] was studied. In the case of 3, decomposition was observed whereas the reaction of 4 and 5 with 6 affords the 1,6-dihydro-1,6-disilapentalene derivatives 7a-d (from 4) and 9a, c (from 5) in almost quantitative yield. This is the result of stereo- and regioselective intermolecular 1,1-organoboration in the first step of the reaction, followed by two consecutive intramolecular 1,1-vinyloborations. The products were characterised by their H-1-,B- 11-, C-13-, Si-29- and Sn-119-NMR data. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00529-4

文献信息

• Reactivity of some poly-1-alkynylsilicon and -tin compounds towards triallylborane—routes to novel heterocycles
  作者：Bernd Wrackmeyer、Moazzam H Bhatti、Saqib Ali、Oleg L Tok、Yuri N Bubnov

  DOI：10.1016/s0022-328x(02)01327-x

  日期：2002.9

  Triallylborane reacts with most poly-1-alkynylsilanes (1–5), containing up to four CC units, or di(1-alkynyl)tin compounds (6) to give either siloles (8, 11, 14, 16), as the result of an intermolecular 1,1-allylboration followed by an intramolecular 1,1-vinylboration, or the novel 2-alkylidene-1,3-silaborolene (9) or 2-alkylidene1,3-stannaborolene derivatives (17), as the result of intermolecular

  Triallylborane发生反应与大多数聚-1- alkynylsilanes（1 - 5），含多至4个CC单元，或二（1-炔基）锡化合物（6），得到两种噻咯（8，11，14，16），分子间1,1-烯丙基化后再进行分子内1,1-乙烯基硼化的结果，或者是新型2-亚烷基-1,3-silaborolene（9）或2-亚烷基1,3-锡烷硼烷衍生物（17），这是分子间1,2-烯丙基化，随后是分子内1,2-烯丙基化的结果。在borolene衍生物的情况下，第二分子内1,2- allylboration发生，得到1,7- borasila-或1,7- borastannabicyclo [4.3.0]壬-5,8-二烯衍生物（10，12，13，15，18）。如果起始原料是二（1-炔基）甲基硅氢化物（2），则后一反应选择性地仅提供一种非对映异构体（10（H））。所有产品均具有广泛的多核磁共振波谱（1 H-，11
• 1,6-Dihydro-1,6-disilapentalene derivatives by 1,1-organoboration of triynes
  作者：Bernd Wrackmeyer、Gerald Kehr、Jürgen Süß、Elias Molla

  DOI：10.1016/s0022-328x(98)00529-4

  日期：1998.7

  The triynes (RC)-C-1=C-SiMe2-C=C-SiMe2-C=CR1 [R-1 = H (3), SiMe3 (4) SnMe3 (5)] were prepared, and their reactivity towards triorganoboranes R3B 6 [R = Et (a), CH2Ph (b), Ph (c), 2-thienyl (d)] was studied. In the case of 3, decomposition was observed whereas the reaction of 4 and 5 with 6 affords the 1,6-dihydro-1,6-disilapentalene derivatives 7a-d (from 4) and 9a, c (from 5) in almost quantitative yield. This is the result of stereo- and regioselective intermolecular 1,1-organoboration in the first step of the reaction, followed by two consecutive intramolecular 1,1-vinyloborations. The products were characterised by their H-1-,B- 11-, C-13-, Si-29- and Sn-119-NMR data. (C) 1998 Elsevier Science S.A. All rights reserved.