1,5-cyclooctadiene(benzothiazole)iridium(I) bromide | 891501-67-0

• 英文名称: 1,5-cyclooctadiene(benzothiazole)iridium(I) bromide
• CAS: 891501-67-0
• 化学式: C₁₅H₁₇BrIrNS
• 分子量: 515.497
• InChiKey: GLOAOKHMVQKLBC-PHFPKPIQSA-M

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：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 溴化3-烯丙基苯并噻唑翁 以 丙酮 为溶剂， 以74%的产率得到1,5-cyclooctadiene(benzothiazole)iridium(I) bromide
  参考文献：
  名称：

  Benzothiazolin-2-ylidene Complexes of Iridium(I)

  摘要：

  The reaction of allyl bromide with benzothiazole under neat conditions furnished 3-(2-propenyl)benzothiazolium bromide, (H-1)Br, in high yield. Attempts to synthesize the corresponding carbene dimer by deprotonation of (H-1)(+) led to the isolation of the rearrangement product 2,3-di(2-propenyl)-2',3'-dihydro-2,2'-bisbenzothiazole (2). The reaction of [Ir(A-OMe)(cod)](2) with the salt (H-1)Br unexpectedly afforded [IrBr(cod)(benzothiazole)] (3) (cod = 1,5-cyclooctadiene), which contained an N-coordinated unsubstituted benzothiazole ligand. The formation of carbene complexes of Ir-I with the benzothiazolin- ylidene ligand could be achieved via precoordination of the allyl substituent of (H-1)(+) to [Ir(cod)( MeCN)(2)]BF4 and subsequent deprotonation at the C2 position of (H-1)(+) by addition of base. The use of NaH as external base yielded the square planar Ir-I complex 4 with an N-propyl-substituted carbene ligand, while deprotonation with (KOBu)-Bu-t gave the five-coordinated IrI complex [IrBr(cod)(eta(2)-1)], 5. Displacement of the cod ligand in complex 4 by two CO ligands afforded the complex [IrBr(CO)(2)(NHC)] (NHC = 3-propylbenzothiazolin-2-ylidene), 6, which allowed an estimation of the sigma-donor capabilities of benzothiazolin-2-ylidene ligands. Compounds 1-6 have been characterized spectroscopically, and the molecular structures of (H-1)Br and 2-5 were determined by X-ray diffraction.

  DOI：

  10.1021/om060006i