3,6-I2-1,2-closo-CB10H10 | 852371-88-1

• 英文名称: 3,6-I2-1,2-closo-CB10H10
• 英文别名: 3,6-I₂-o-carborane；3,6-I2-1,2-closo-C2B10H10
• CAS: 852371-88-1
• 化学式: C₂H₁₀B₁₀I₂
• 分子量: 396.02
• InChiKey: NVGWWZIGYOICPW-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：

  3,6-I2-1,2-closo-CB10H10 在 KOH 作用下， 以 乙醇 为溶剂， 生成 [3-I-7,8-nido-C2B9H11](1-)
  参考文献：
  名称：

  “Water-stable boron-iodinated dicarbollide dianions [7,8-nido-C₂H₂B₉I₉]²⁻and [7,8-nido-C₂H₂B₉I₈H]²⁻”

  摘要：

  3,4,5,7,8,9,10,11,12-I9-1,2-closo-C2B10H3 与 KOH/EtOH 反应，生成了过碘化硼[1,2,3,4,5,6,9,10、11-I9-7,8-nido-C2B9H2]2â 和高碘化硼[1,2,4,5,6,9,10,11-I8-7,8-nido-C2B9H3]2â 的混合物，各约占 50%。此外，3,4,5,6,7,8,9,10,11,12-I10-1,2-closo-C2B10H2 与 KOH/EtOH 反应纯化生成 [1,2,3,4,5,6,9,10,11-I9-7,8-nido-C2B9H2]2â。这是文献中首次报道的在水或原生溶剂中稳定的二阴性二碳化物。

  DOI：

  10.1039/b701787a

文献信息

• Pd-catalyzed selective tetrafunctionalization of diiodo-<i>o</i>-carboranes
  作者：Yixiu Ge、Zaozao Qiu、Zuowei Xie

  DOI：10.1039/d1cc03449a

  日期：——

  A palladium-catalyzed highly selective tetrafunctionalization of 3,6-I2-o-carborane and 4,7-I2-o-carborane has been developed, leading to the preparation of 3,6-dialkenyl-4,11-R2-o-carboranes and 4,7-dialkenyl-5,11-R2-o-carboranes (R = alkyl, allyl and aryl) in moderate to excellent yields. This represents a new strategy for selective synthesis of polyfunctionalized o-carborane derivatives via a one-pot

  钯催化的 3,6-I 2 - o -carborane 和 4,7-I 2 - o -carborane 的高选择性四官能化已被开发，导致制备 3,6-dialkenyl-4,11-R 2 - o -carboranes 和 4,7-dialkenyl-5,11-R 2 -o -carboranes （R = 烷基、烯丙基和芳基），产率中等至极好。这代表了一种通过一锅法选择性合成多官能化邻碳硼烷衍生物的新策略。
• Designed Synthesis of New <i>ortho</i>-Carborane Derivatives: from Mono- to Polysubstituted Frameworks
  作者：Gemma Barberà、Albert Vaca、Francesc Teixidor、Reijo Sillanpää、Raikko Kivekäs、Clara Viñas

  DOI：10.1021/ic800362z

  日期：2008.8.1

  The use of nucleophilic and electrophilic processes allow the designed synthesis of several B-iodinated derivatives of o-carborane. Because of the straightforward Pd-catalyzed conversion of B-I to B-C bond with Grignard reagents, such as methylMgBr and biPhenylMgBr, both, symmetrical 3,6-R-2-1,2-closo-C2B10H10 and asymmetrical 3-1-6-Me-1,2-closo-C2B10H10 could be obtained. Not only conventional reactions in solution have been studied but also a highly efficient, clean and fast solvent-free procedure has provided successful results to regioselectively produce B-iodinated o-carborane derivatives by a careful control of the reaction conditions. The high number of nonequivalent leaving groups in boron iodinated o-carborane derivatives opens the possibility through B-C coupling to materials with novel possibilities and to self-assembling due to the enhanced polarizability of the C-H bond.
• Synthesis of Boron-Iodinated <i>o</i>-Carborane Derivatives. Water Stability of the Periodinated Monoprotic Salt
  作者：Francesc Teixidor、Gemma Barberà、Clara Viñas、Reijo Sillanpää、Raikko Kivekäs

  DOI：10.1021/ic060124y

  日期：2006.5.1

  Boron periodination of o-carborane has been achieved by taking account of the fact that B atoms in the cluster are of two types, i.e., those adjacent to both C atoms and the remainder. The high number of nonequivalent leaving groups opens the possibility through B-C coupling to materials with novel possibilities and to self-assembling due to the enhanced polarizability of the C-H bond. Periodination has accentuated the acidity of the carborane, and monoprotic salts are stable in water.