8,9,12-triiiodo-1,2-dicarba-closo-dodecaborane | 20313-41-1

• 英文名称: 8,9,12-triiiodo-1,2-dicarba-closo-dodecaborane
• 英文别名: 8.9.12-I3-o-HCB10H7CH；8,9,12-I3-1,2-closo-C2B10H9
• CAS: 20313-41-1
• 化学式: C₂H₉B₁₀I₃
• 分子量: 521.917
• InChiKey: SGFLOOZTCAEAKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 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：

  8,9,12-triiiodo-1,2-dicarba-closo-dodecaborane 、 四甲基溴化铵 在 KOH 作用下， 以 乙醇 、 水 为溶剂， 以96%的产率得到1,5,6-triiodo-7,8-dicarbaundecaborate tetramethylammoniumsalt
  参考文献：
  名称：

  Synthesis and deborination of polyhalo-substituted ortho-carboranes

  摘要：

  Tetraiodo-1,2-dicarba-closo-dodecaborane and 9-bromo-8,10,12-triiodo-1,2-dicarba-closo-dodecaborane were synthesized by oxidative iodination of 1,2-dicarba-closo-dodecaborane and 9-bromo-1,2-dicarba-closo-dodecaborane, respectively, in AcOH using a mixture of nitric and sulfuric acid as an oxidant of iodine. The intermediates in the ortho-carborane iodination were identified. By the action of elemental bromine on 9-iodo-1,2-dicarba-closo-dodecaborane in the presence of aluminum chloride catalyst 9-iodo-8,10,12-tribromo-1,2-dicarba-closo-dodecaborane was obtained. Deborination of the synthesized substances with an alcohol solution of KOH led to formation of 1,5,6,10-tetraiodo-5-bromo-1,6,10-triiodo- and 5-iodo-1,6,10-tribromo-7,8-dicarbaundecaborates methylammonium salts.

  DOI：

  10.1134/s1070363211060107
• 作为产物：
  描述：

  1,2-dicarba-closo-dodecaborane(12) 、 碘 以 neat (no solvent) 为溶剂， 以57%的产率得到9,12-diiodo-1,2-dicarba-closo-dodecarborane(12)
  参考文献：
  名称：

  Designed Synthesis of New ortho-Carborane Derivatives: from Mono- to Polysubstituted Frameworks

  摘要：

  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.

  DOI：

  10.1021/ic800362z

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.12, 5.1.1, page 155 - 187
  作者：

  DOI：——

  日期：——
• Stanko, V. I.; Brattsev, V. A.; Vostrikova, T. N., Zhurnal Obshchei Khimii, 1968, vol. 38, p. 1300 - 1303
  作者：Stanko, V. I.、Brattsev, V. A.、Vostrikova, T. N.、Danilova, G. N.

  DOI：——

  日期：——