1-vinyl-o-carborane | 20313-28-4

• 英文名称: 1-vinyl-o-carborane
• 英文别名: 1-ethenyl-o-carborane
• CAS: 20313-28-4
• 化学式: C₄H₁₄B₁₀
• 分子量: 170.265
• InChiKey: IVSMFYSJFDFJPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-vinyl-o-carborane 在 正丁基锂 、 碘甲烷 作用下， 以 乙醚 、 正己烷 为溶剂， 以76%的产率得到1-CHCH2-2-CH3-1.2-C2B10H10
  参考文献：
  名称：

  o-Carboranylcarbene and m-carboranylcarbene

  摘要：

  DOI：

  10.1021/ja00375a033
• 作为产物：
  描述：

  α-acetoxyethyl-o-carborane 以 溶剂黄146 为溶剂， 生成 1-vinyl-o-carborane
  参考文献：
  名称：

  A New Series of Organoboranes. III. Some Reactions of 1,2-Dicarbaclovododecaborane(12) and its Derivatives

  摘要：

  DOI：

  10.1021/ic50010a004

文献信息

• Directive effects in the hydroboration of 1-alkenyl derivatives of o-carborane with representative hydroborating agents
  作者：G.W. Kabalka、G. Hondrogiannis

  DOI：10.1016/s0022-328x(96)06695-8

  日期：1997.5

  A series of 1-alkenyl-o-carboranes was hydroborated using representative hydroborating agents with different steric requirements. The steric and electronic effects of the carboranyl group were evaluated by examining the distribution of the isomeric alcohols obtained after oxidation of the intermediate carboranyl-substituted organoboranes.

  一系列的1-链烯基- ö -carboranes使用代表hydroborating剂具有不同的空间要求是硼氢化。通过检查在中间体碳硼烷基取代的有机硼烷的氧化后获得的异构醇的分布，评估了碳硼烷基的空间和电子效应。
• Interactions of carborane-containing electrophiles with triethyl phosphite. Synthesis of new carborane-containing phosphonates
  作者：A. A. Semioshkin、S. G. Inyushin、L. V. Ermanson、P. V. Petrovskii、P. Lemmen、V. I. Bregadze

  DOI：10.1007/bf02494512

  日期：1998.10

  The reactions ofo-carboran-l-ylethyl mesylates with triethyl phosphite and sodium diethyl phosphite were studied. Carborane-containing phosphonates were synthesized. The reaction ofo-carboranylacetyl chloride with triethyl phosphite affordedO,O-diethyl (E)-2-(o-carboran-l-yl)-1-(o-carboran-1-ylacetoxy) vinylphosphonate rather than oxo phosphonate.

  研究了邻甲硼烷-1-基甲磺酸乙酯与亚磷酸三乙酯和亚磷酸二乙酯的反应。合成了含碳硼烷的膦酸酯。邻碳硼酰乙酰氯与亚磷酸三乙酯反应得到 O,O-二乙基 (E)-2-(邻碳硼烷-1-基)-1-(邻碳硼烷-1-基乙酰氧基)乙烯基膦酸酯而不是氧代膦酸酯。
• Practical Synthesis of 1,12-Difunctionalized <i>o</i>-Carborane for the Investigation of Polar Liquid Crystals
  作者：Aleksandra Jankowiak、Piotr Kaszyński

  DOI：10.1021/ic5014494

  日期：2014.8.18

  transformations gave access to other derivatives, including two liquid-crystalline compounds, in which o-carborane is a linear structural element. Regioselectivity of substitution on the carborane cage and on the benzene ring correlates with the inductive effect parameter of the substituent. The preparation of analogous derivatives of m-carborane was also investigated.

  可以方便地以实用规模方便地获得两种异构体纯的邻-甲碳烷的1,12-双官能化衍生物12-碘-1-乙烯基（1b）和12-碘-1-苯基（1c），产率为22％和32通过分别使相应的邻-碳硼烷衍生物（4b和4c）单碘化，然后通过结晶（1b）和色谱法（1c）分离区域异构体，来分别得到％。随后的官能团转化，得到访问其它衍生物，其中包括两个液晶化合物，其中ö-碳硼烷是线性结构元素。在碳硼烷笼上和在苯环上的取代的区域选择性与取代基的感应效应参数相关。的类似衍生物的制备米-carborane也进行了研究。
• Synthesis of sydnone complexes with CPd and CPt σ-bonds. Application of palladium salts for the preparation of 4-alkenylsydnones
  作者：V.N. Kalinin、She Fan Min、P.V. Petrovskii

  DOI：10.1016/0022-328x(89)80040-3

  日期：1989.12

  4-Bromo-3-phenylsydnone (SydnBr) reacts with complexes [Pd(PPh3)4] and [Pt(PPh3)4] at room temperature to give [MBr(Sydn)(PPh3)2] (M = Pd, Pt). Reaction of 4-chloromercurio-3-phenylsydnone (SydnHgCl) with electron-deficient olefins yields trans-isomers of 4-alkenylsydnones, (E)-SydnCHCHX (X = COMe, CO2Me, Ph, CN, carboranyl).

  4-溴-3-苯基亚砜（SydnBr）在室温下与络合物[Pd（PPh 3）4 ]和[Pt（PPh 3）4 ]反应，得到[MBr（Sydn）（PPh 3）2 ]（M = Pd ，Pt）。4-氯巯基-3-苯基亚砜（SydnHgCl）与缺电子的烯烃反应，生成4-烯基亚砜的反式异构体，（E）-SydnCH = CHX（X = COMe，CO 2 Me，Ph，CN，碳硼烷基）。
• Selective fluorination of o0 and m-carboranes. Synthesis of 9-monofluoro-, 9,12-difluoro-1,8,9,12-trifluoro-, and 8,9,10,12-tetrafluoro-o-carboranes and 9-monofluoro-, and 9,10-difluoro-m-carboranes. Molecular structure of 8,9,10,12-tetrafluoro-o-carborane
  作者：V.N. Lebedev、E.V. Balagurova、A.V. Polyakov、A.I. Yanovsky、Yu.T. Struchkov、L.I. Zakharkin

  DOI：10.1016/0022-328x(90)85001-f

  日期：1990.3

  Reaction of o- and m-carboranes 1 with antimony pentafluoride results in replacement of hydrogen by fluorine at the boron atoms, to give in succession 9-fluoro-; 9,12-difluoro-; 8,9,12-trifluoro-; 8,9,10,12-tetrafluoro-o-carboranes and 9-fluoro-; 9,10-difluoro-m-carboranes. An X-ray structural study of the 8,9,10,12-tetrafluoro-o-carborane has been carried out. The compounds synthesized have been characterized

  的反应ø -和米-carboranes 1与置换氢五氟化锑的结果通过在氟硼原子，以得到连续9-氟; 9,12-二氟-; 8,9,12-三氟-; 8,9,10,12-四氟邻氨基甲酸酯和9-氟-; 9,10-二氟米-carboranes。已经对8,9,10,12-四氟-邻-碳硼烷进行了X射线结构研究。合成的化合物已通过元素分析和1 H，11 B 1 H}，19 F NMR光谱进行了表征。