borabenzene - triethylamine | 174646-18-5

• 英文名称: borabenzene - triethylamine
• CAS: 174646-18-5
• 化学式: C₁₁H₂₀BN
• 分子量: 177.097
• InChiKey: DHFJTUIPQGTMJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 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

• 作为反应物：
  描述：

  borabenzene - triethylamine 以 not given 为溶剂， 生成 lithium 1-H-boratabenzene
  参考文献：
  名称：

  Rapid Entry to Functionalized Boratabenzene Complexes through Metal-Induced Hydroboration at the Anionic 1-H-Boratabenzene Ligand

  摘要：

  The hydroboration of alkenes, alkynes, imines, and carbodiimides using the anionic 1-H-boratabenzene ligand bound to rare-earth (RE = Y, Lu), transition (Zr and Rh), and main-group (Li) metals is reported. This hydroboration is metal ion dependent; in the case of 1-H-boratabenzene transition metal complexes, the reactivity follows the trend RE > Zr > Rh. Hydroboration with 1-H-boratabenzene rare-earth metal complexes works well for a range of unsaturated substrates, including 1-hexene, allyl propyl ether, allyl ether, 3-hexyne, benzylidene-n-propylamine, and N,N'-diisopropylcarbodiimide, thus generating a series of new alkyl-, alkenyl-, amino-, or amidino-functionalized boratabenzene rare-earth metal complexes in high yields. The reactions are highly anti-Markovnikov selective, and the mechanism has been investigated by deuterium-labeling experiments. In comparison, a 1-H-boratabenzene Zr complex reacts with benzylidene-n-propylamine and N,N'-diisopropylcarbodiimide, and a 1-H-boratabenzene Rh complex reacts with N,N'-diisopropylcarbodiimi de. In contrast, the 1-H-boratabenzene lithium salt reacts only with the activated substrate benzylidene-n-propylamine at elevated temperature to give the corresponding hydroboration product Boratabenzene Y complexes undergo ligand redistribution with Rh chlorides to give boratabenzene Rh complexes. Studies of the novel monoanionic amidino-boratabenzene ligand by X-ray diffraction and DFT calculations have revealed interesting structural features.

  DOI：

  10.1021/om200396k
• 作为产物：
  描述：

  1-三甲基硅-1,4-戊二炔 以 正庚烷 、 二氯甲烷 、 甲苯 为溶剂， 生成 borabenzene - triethylamine
  参考文献：
  名称：

  Chemistry of Borabenzene:  Efficient and General Synthesis of New Neutral Borabenzene−Ligand Complexes

  摘要：

  An array of neutral borabenzene-ligand complexes (ligand = pyridine, 2,6-lutidine, Net(3), PMe(3), CN-t-Bu) have been synthesized in three straightforward steps from commercially available 1-(trimethylsilyl)-1,4-pentadiyne. An X-ray crystal structure of borabenzene-PMe(3) is reported.

  DOI：

  10.1021/om9505569