1,1,2,6-tetramethyl-3,4,5-triisopropyl-1-stanna-4-bora-2,5-cyclohexadiene | 67521-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 1,1,2,6-tetramethyl-3,4,5-triisopropyl-1-stanna-4-bora-2,5-cyclohexadiene
• 英文别名: 1,1,2,6-Tetramethyl-3,4,5-tri(propan-2-yl)-1,4-stannaborinine
• CAS: 67521-78-2
• 化学式: C₁₇H₃₃BSn
• 分子量: 366.97
• InChiKey: XDMLSODFZAXGFO-UHFFFAOYSA-N

物化性质

• 沸点：
  95 °C(Press: 0.01 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  5.72
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 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：

  溴化锡 、 1,1,2,6-tetramethyl-3,4,5-triisopropyl-1-stanna-4-bora-2,5-cyclohexadiene 以 二氯甲烷-D2 为溶剂， 生成 1,1-dibromo-2,6-dimethyl-3,4,5-triisopropyl-1-stanna-4-bora-2,5-hexadiene
  参考文献：
  名称：

  Peralkylated 1,4-dibora-2,5-cyclohexadienes-formation and rearrangement into peralkylated nido-2,3,4,5- tetracarbahexaboranes(6)

  摘要：

  Peralkylated 1,4-dibora-2,5-cyclohexadienes (DBCH) (3a,b) and a penta-alkylaryl derivative (3c) are formed in high yield at low temperature (-78 to -30-degrees-C) via the reaction between 1,5,7,11-tetramethyl-2,3,4,8,9,10-hexaisopropyl-3,9-dibora-6-stanna-1,4,7,10-spiro[5.5]underkatetraene (8) and organoboron dihalides (MeBBr2, (i)PrBBr2, PhBCl2). In contrast with claims in the literature for stable peralkylated DBCH derivatives, compounds 3 rearrange between -30 and +25-degrees-C into the nido-2,3,4,5-tetracarbahexaboranes(6) (5). The specific arrangement of the substituents in the 2,3,4,5-position (Me, (i)Pr, Me, (i)Pr) is noteworthy. This indicates, together with the formation of carboranes (e.g. 5a from 3a) in which substituents at the boron atoms must have been exchanged, that cleavage of the DBCH derivatives (3) into borirenes (1) is involved at least to some extent. Attempts to prepare a borirene (1-methyl-2,3-ditert-butyl-borirene, 1a) by the reported reaction between the system C8K/MeBBr2 and ditert-butylethyne have failed. All reactions were monitored by H-1, B-11, C-13, and Sn-119 NMR spectroscopy and the same methods served for the final structural assignment of the DBCH derivatives 3 and the carbaboranes 5.

  DOI：

  10.1016/s0277-5387(00)86072-6
• 作为产物：
  描述：

  Dimethyl-di-(1-propinyl)-stannan 、 三(1-甲基乙基)-硼烷 以84%的产率得到
  参考文献：
  名称：

  WRACKMEYER, BERND, ORGANOMET. SYNTH. VOL. 3, AMSTERDAM E. A.,(1986) 593-596

  摘要：

  DOI：

文献信息

• Wrackmeyer, Bernd, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1982, vol. 37, # 4, p. 412 - 419
  作者：Wrackmeyer, Bernd

  DOI：——

  日期：——
• Peralkylated 1,4-dibora-2,5-cyclohexadienes-formation and rearrangement into peralkylated nido-2,3,4,5- tetracarbahexaboranes(6)
  作者：Bernd Wrackmeyer、Gerald Kehr

  DOI：10.1016/s0277-5387(00)86072-6

  日期：1991.1

  Peralkylated 1,4-dibora-2,5-cyclohexadienes (DBCH) (3a,b) and a penta-alkylaryl derivative (3c) are formed in high yield at low temperature (-78 to -30-degrees-C) via the reaction between 1,5,7,11-tetramethyl-2,3,4,8,9,10-hexaisopropyl-3,9-dibora-6-stanna-1,4,7,10-spiro[5.5]underkatetraene (8) and organoboron dihalides (MeBBr2, (i)PrBBr2, PhBCl2). In contrast with claims in the literature for stable peralkylated DBCH derivatives, compounds 3 rearrange between -30 and +25-degrees-C into the nido-2,3,4,5-tetracarbahexaboranes(6) (5). The specific arrangement of the substituents in the 2,3,4,5-position (Me, (i)Pr, Me, (i)Pr) is noteworthy. This indicates, together with the formation of carboranes (e.g. 5a from 3a) in which substituents at the boron atoms must have been exchanged, that cleavage of the DBCH derivatives (3) into borirenes (1) is involved at least to some extent. Attempts to prepare a borirene (1-methyl-2,3-ditert-butyl-borirene, 1a) by the reported reaction between the system C8K/MeBBr2 and ditert-butylethyne have failed. All reactions were monitored by H-1, B-11, C-13, and Sn-119 NMR spectroscopy and the same methods served for the final structural assignment of the DBCH derivatives 3 and the carbaboranes 5.
• WRACKMEYER, BERND, ORGANOMET. SYNTH. VOL. 3, AMSTERDAM E. A.,(1986) 593-596
  作者：WRACKMEYER, BERND

  DOI：——

  日期：——