3-(dimethylboryl)-3-ethyl-1,1-diphenylstannole | 63636-67-9

• 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: 3-(dimethylboryl)-3-ethyl-1,1-diphenylstannole
• 英文别名: 3-diethylboryl-4-ethyl-1,1-dimethylstannole；Diethyl-(4-ethyl-1,1-dimethylstannol-3-yl)borane
• CAS: 63636-67-9
• 化学式: C₁₂H₂₃BSn
• 分子量: 296.836
• InChiKey: GSZPZNPJTQDXDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  3-(dimethylboryl)-3-ethyl-1,1-diphenylstannole 生成 1,3,4,6-tetraethyl-1,6-diboranuidatricyclo[3.1.0.02,6]hexane
  参考文献：
  名称：

  WRACKMEYER, BERND, ORGANOMET. SYNTH. VOL. 4, AMSTERDAM ETC.,(1988) C. 563-565

  摘要：

  DOI：
• 作为产物：
  描述：

  di(ethynyl)dimethylstannane 、 三乙基硼 以 氘代甲苯 为溶剂， 生成 3-(dimethylboryl)-3-ethyl-1,1-diphenylstannole
  参考文献：
  名称：

  New phosphabenzenes by [4 + 2] cycloaddition of stannoles to 1-phospha-1-alkynes — determination of signs of coupling constants

  摘要：

  Stannoles bearing dialkylboryl groups in 3-position react with 1-phospha-1-alkynes P=C-(t)Bu (1) and P=C-CH(2)(t)Bu (2) by [4 + 2] cycloaddition and elimination of stannylene to give phosphabenzenes in high yield. The stannylenes oligomerise to give [R(2)(1)Sn](n) with n greater than or equal to 7 (R = Me, Et, -(CH2)(5)- or, in the case of R(1) = (t)Bu, react with the stannole itself. All phosphabenzenes are characterised by their consistent sets of NMR data. The absolute signs of the coupling constants (n)J(P-31, H-1), (n)J(P-31, C-13), (2)J(P-31, Si-29) and (2)J(Sn-119, P-31) were determined by appropriate 1D and 2D NMR experiments.

  DOI：

  10.1016/0022-328x(96)06316-4

文献信息

• Synthesis of Pentaalkyl-6-bromo-2,3,4,5-tetracarba-nido-hexaboranes(6)
  作者：Bernd Wrackmeyer、Alexandra Glöckle

  DOI：10.1515/znb-1996-0616

  日期：1996.6.1

  Peralkylated 2,3,4,5-tetracarba-mdo-hexaboranes(6) 1 react with boron tribromide, BBr₃, via selective exchange of the alkyl substituent in 6-position to give the corresponding new 6- bromo derivatives 2 in quantitative yield. The 6-iodo derivatives 2(1) can be prepared in the same way using BI₃. Treatment of the carbaboranes 2 with Li Et₃BH leads to the 1,2,3,4,5- pentaalkyl-2,3,4,5-tetracarba-inido-hexaboranes(6) 3. 1,3,4,6-Tetraethyl-2,3,4,5-tetracarbaw do-hexaborane(6) 4 reacts with BBr₃ via degradation of the carbaborane cage to give EtBBr₂, and (Z)-1,4-bis [bis(dibromoboryl)]-3-hexene 5. A new bis(diethylboryl)-substituted dialkenyl(bromo)borane 8 was prepared, but attem pts failed to convert it into a 1-bromo- or 6-bromo-mdo-C₄B₂-carbaborane. Treatment of 1,1-dialkyl-3-diethylboryl-4-ethylstannoles 9 with a large excess of BBr₃ also affords 5, whereas 6-bromo-l,3,4-triethyl-2,3,4.5-tetracarbamdo- hexaborane(6) 11 was isolated in low yield (<5%) from the reaction between 9 and BBr₃ (slight excess)

  摘要：对于叔烷基取代的2,3,4,5-四卡巴-6硼烷（6）1，通过与三溴化硼（BBr3）的选择性交换反应，在6位点上给予相应的新6-溴衍生物2，产率定量。使用BI3可以以相同方式制备相应的6-碘衍生物2(1)。将碳硼烷2与LiEt3BH处理可得到1,2,3,4,5-五叔烷基-2,3,4,5-四卡巴-2-氮代-6硼烷（6）3。1,3,4,6-四乙基-2,3,4,5-四卡巴-6硼烷（6）4通过与BBr3反应，导致碳硼烷笼的降解，生成EtBBr2和(Z)-1,4-双[双(二溴硼基)]-3-己烯5。制备了一种新型的双(二乙基硼基)取代双烯(溴)硼烷8，但尝试将其转化为1-溴或6-溴-4-硼-2-碳硼烷失败。1,1-二烷基-3-二乙基硼基-4-乙基基锡烷9与大量的BBr3反应也可得到5，而6-溴-1,3,4-三乙基-2,3,4,5-四卡巴-6硼烷（6）11从9与BBr3（轻微过量）反应中以低产率（<5%）分离出。
• Organoborierung von alkinylstannanen
  作者：Bernd Wrackmeyer

  DOI：10.1016/s0022-328x(00)82931-9

  日期：1981.1

  The formation in high yields of various substituted allenes by the reaction of triethylborane with alkynyl stannanes is reported. NMR data (1H, 11B, 13C, 119Sn) of the allenes and of their derivatives prepared by the reaction of the allenes with acetic acid prove the proposed structures.

  据报道，通过三乙基硼烷与炔基锡烷的反应以高产率形成各种取代的烯。通过烯丙基与乙酸反应制备的烯丙基及其衍生物的NMR数据（1 H，11 B，13 C，119 Sn）证明了所提出的结构。
• Reactions of 3‐(Diethylboryl)stannoles with Isocyanates
  作者：Bernd Wrackmeyer、Peter Thoma、Rhett Kempe

  DOI：10.1002/ejic.200900061

  日期：2009.4

  prepared, fully characterised in solution and in the solid state, and its reaction with triethylborane, BEt3, afforded 3-(diethylboryl)-4-ethyl-1,1-diphenyl-stannole in essentially quantitative yield. Treatment with isocyanates converted this stannole and the known analogous 1,1-dimethyl derivative into novel bicyclic compounds containing an aminoborane unit. These reactions were found to proceed diastereoselectively

  制备了二乙炔基（二苯基）锡烷，在溶液和固态中对其进行了充分表征，并且其与三乙基硼烷 BEt3 的反应以基本定量的产率提供了 3-（二乙基硼基）-4-乙基-1,1-二苯基锡烷。用异氰酸酯处理将这种锡烷醇和已知的类似 1,1-二甲基衍生物转化为含有氨基硼烷单元的新型双环化合物。发现这些反应以非对映选择性进行，同样以基本上定量的产率进行。双环化合物通过乙基（二甲氧基）硼烷的重排和消除与甲醇反应，得到新的 1-锡环戊-3-烯衍生物，其中一种可以通过 X 射线分析进行结构表征。通过多核 NMR 光谱（1H、11B、13C、119Sn NMR）在溶液中研究所有最终产物和中间体。
• Wrackmeyer, Bernd; Klaus, Uwe; Milius, Wolfgang, Chemische Berichte, 1995, vol. 128, # 7, p. 679 - 688
  作者：Wrackmeyer, Bernd、Klaus, Uwe、Milius, Wolfgang

  DOI：——

  日期：——
• WRACKMEYER, BERND, ORGANOMET. SYNTH. VOL. 4, AMSTERDAM ETC.,(1988) C. 563-565
  作者：WRACKMEYER, BERND

  DOI：——

  日期：——