1,4,6,9-tetrapropyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene | 135952-84-0

• 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: 1,4,6,9-tetrapropyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene
• CAS: 135952-84-0
• 化学式: C₃₂H₅₈B₂Sn
• 分子量: 583.145
• InChiKey: MJIBPWRDANNRDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.68
• 重原子数：
  35
• 可旋转键数：
  16
• 环数：
  0.0
• 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：
  2

反应信息

• 作为反应物：
  描述：

  1,4,6,9-tetrapropyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene 、 二溴甲基-硼烷 以 二氯甲烷-D2 为溶剂， 生成 1,1-dibromo-3-diethylboryl-4-ethyl-2,5-dipropyl-stannole
  参考文献：
  名称：

  Synthesis of 1,6-dihalogeno-2,3,4,5-tetracarba-nido-hexaborane(6) derivatives

  摘要：

  1,4,6,9-Tetraalkyl-3,8-diethyl-2,7-bis(diethylboryl[4.4]mona-1,3,6,8-tetraenes (alkyl = Pt (2a), Pr (2b), Pr-i (2c), ''Bu (2d)) react with four equivalents of boron tribromide to give 2,3,4,5-tetraalkyl-1,6-dibromo-2,3,4,5-tetracarba-nido-hexaboranes(6) (3a-d) in high yield. By monitoring the progress of the reactions using C-13 NMR spectroscopy, 2,5-diboryl-substituted 3-borolenes (10) were identified as intermediates that rearrange to the carboranes via elimination of ethylboron dibromide. Treatment of 2 with boron triiodide affords the analogous 1,6-diodo-substituted carboranes 4. The reaction of 2 with an excess of boron trichloride proceeds rather slowly, again with a 3-borolene (9) as intermediate, and leads finally to a mixture of the carboranes 5 and 6 as a result of elimination of EtBCl(2) or BCl3. Treatment of 2 with BF3 leads to decomposition without any defined products. The carboranes 3 react stepwise with Li[Et(3)BH] to give first the monohydride with a B(6)-H bond (17) and the dihydride with B(6)-H and B(1)-H bonds (18).

  DOI：

  10.1016/0022-328x(95)05619-z
• 作为产物：
  描述：

  tetra(pent-1-yn-1-yl)stannane 、 三乙基硼 以 甲苯 为溶剂， 以82%的产率得到1,4,6,9-tetrapropyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene
  参考文献：
  名称：

  Wrackmeyer, Bernd; Kehr, Gerald; Sebald, Angelika, Chemische Berichte, 1992, vol. 125, # 7, p. 1597 - 1604

  摘要：

  DOI：

文献信息

• Novel organotin halides. Organometallic substituted stannoles and alkene derivatives with tinchlorine and tinbromine bonds—exceptionally small magnitude of coupling constants ∣1J(119Sn,13C)∣
  作者：Bernd Wrackmeyer、Gerald Kehr、Sabine Willbold、Saqib Ali

  DOI：10.1016/s0022-328x(01)01316-x

  日期：2002.3

  Exchange reactions of spirocyclic stannoles with boron, tin and phosphorus halides lead to stannoles 4, 5 and 6, 7, in which the tin atoms bear two chloro or two bromo ligands. The same stannoles 4 and 5 were prepared by 1,1-ethylboration of bis(trimethylsilylethynyl)tin dichloride (8) or -dibromide (9), prepared in situ from tetrakis(trimethylsilylethynyl)tin and tin tetrachlodide or -tetrabromide

  用硼，锡和卤化磷螺stannoles的交换反应导致stannoles 4，5和6，7，其中，所述锡原子带有两个氯或两个溴配体。通过由四（三甲基甲硅烷基乙炔基）锡和四氯化锡或四溴化锡就地制备的双（三甲基甲硅烷基乙炔基）锡二氯化物（8）或-二溴化物（9）的1,1-乙基硼化制备相同的锡诺尔4和5。是由三卤化trimethylsilylethynyltin（1,1- ethylboration任一制备与在CC键的取代基的类似的模式烯烃10，11，从而导致12，13）或通过有机锡取代的烯烃与四氯化锡的交换反应（导致14）。所有化合物，其中三甲基甲硅烷和SNX 2部分（在stannoles 4，5）或SNX 3组（在烯烃12，13）是在烯烃碳原子孪位的位置，分解已经在通过消去室温SnX 2（X ＝ Cl，Br）。极小的耦合常数∣ 1 J（119 Sn，  13对于这些化合物观察到C）∣。可比衍生物，
• Wrackmeyer, Bernd; Kehr, Gerald; Boese, Roland, Angewandte Chemie, 1991, vol. 103, p. 1374 - 1376
  作者：Wrackmeyer, Bernd、Kehr, Gerald、Boese, Roland

  DOI：——

  日期：——
• Wrackmeyer, Bernd; Kehr, Gerald; Sebald, Angelika, Chemische Berichte, 1992, vol. 125, # 7, p. 1597 - 1604
  作者：Wrackmeyer, Bernd、Kehr, Gerald、Sebald, Angelika、Kuemmerlen, Joerg

  DOI：——

  日期：——
• Synthesis of 1,6-dihalogeno-2,3,4,5-tetracarba-nido-hexaborane(6) derivatives
  作者：Bernd Wrackmeyer、Gerald Kehr

  DOI：10.1016/0022-328x(95)05619-z

  日期：1995.10

  1,4,6,9-Tetraalkyl-3,8-diethyl-2,7-bis(diethylboryl[4.4]mona-1,3,6,8-tetraenes (alkyl = Pt (2a), Pr (2b), Pr-i (2c), ''Bu (2d)) react with four equivalents of boron tribromide to give 2,3,4,5-tetraalkyl-1,6-dibromo-2,3,4,5-tetracarba-nido-hexaboranes(6) (3a-d) in high yield. By monitoring the progress of the reactions using C-13 NMR spectroscopy, 2,5-diboryl-substituted 3-borolenes (10) were identified as intermediates that rearrange to the carboranes via elimination of ethylboron dibromide. Treatment of 2 with boron triiodide affords the analogous 1,6-diodo-substituted carboranes 4. The reaction of 2 with an excess of boron trichloride proceeds rather slowly, again with a 3-borolene (9) as intermediate, and leads finally to a mixture of the carboranes 5 and 6 as a result of elimination of EtBCl(2) or BCl3. Treatment of 2 with BF3 leads to decomposition without any defined products. The carboranes 3 react stepwise with Li[Et(3)BH] to give first the monohydride with a B(6)-H bond (17) and the dihydride with B(6)-H and B(1)-H bonds (18).