tBu3P(CH2)2O(CH2)2OB(C6F5)

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tBu3P(CH2)2O(CH2)2OB(C6F5)
• 英文别名: t-Bu3P(CH2)2O(CH2)2OB(C6F5)3；Tris(2,3,4,5,6-pentafluorophenyl)-[2-(2-tritert-butylphosphaniumylethoxy)ethoxy]boranuide；tris(2,3,4,5,6-pentafluorophenyl)-[2-(2-tritert-butylphosphaniumylethoxy)ethoxy]boranuide
• 化学式: C₃₄H₃₅BF₁₅O₂P
• 分子量: 802.412
• InChiKey: HCECLWNFXDHWJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.19
• 重原子数：
  53
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  1,4-二氧六环 、 三叔丁基膦 、 三(五氟苯基)硼烷 以 further solvent(s) 为溶剂， 以86%的产率得到tBu3P(CH2)2O(CH2)2OB(C6F5)
  参考文献：
  名称：

  Frustrated Lewis Pairs and Ring-Opening of THF, Dioxane, and Thioxane

  摘要：

  The reaction of tBu(2)PH and B(p-C6F4H)(3) in THF afforded tBu(2)(H)P(CH2)OB(p-C6F4H3 (1). Similarly, reactions of N-bases with a THF solution of B(C6F5)(3) led to the formation of the THF-ring-opening products C5H3Me2N(CH2)(4)OB(C6F5)(3) (2), C6H5CH2NIMe2(CH2)(4)OB(C6F5)(3) (3), and Me2NC(6)H(4)NMe(2),(CH2)(4)OB(C6F5)(3)(4). THF-ring-opening also occurs with aliphatic amines to form the compounds Me3N(CH2)(4)OB(C6F5)(3) (5), Et3N(CH2)(4)OB(C6F5)(3) (6), Me2N(CH2)(2)NMe2(CH2)(4)-OB(C6F5)(3) (7), and tBuHN(CH2)(2)NH/Bu(CH2)(4)OB(C6F5)(3) (8). In related chemistry, reactions of B(C6F5)(3),1,4-dioxane, and the appropriate base yielded tBu(3)P(CH2)(2)O(CH2)2OB(C6F5)(3) (10), C6H5-CH2NMe2(CH2)(2)O(CH2)(2)OB(C6F5)(3) (11), ((tBuN)(2)C3H2)(CH2)(2)O(CH2)(2)OB(C6F5)(3) (12), Me2NC6-H4NMe2(CH2)(2)O(CH2)2OB(C6F5)(3) (13), and C5H3Me2N(CH2)(2)O(CH2),OB(C6F5)(3) (14). In a related fashion, the thioxane adduct (C6F5)(3)B(SC4H8O) (15) reacted with N,N-dimethylbenzylamine, N,N,N ',N '-tetramethyl-p-phenylenediamine, 2,6-lutidine, or tBu(3)P to give the corresponding ringopened products L(CH2)(2)S(CH2)(2)OB(C6F5)3 (l = tBu(3)P (16), C6H5C6H2NMe2 (17), Me2NC6H4NMe2 (18), and C5H3Me2N (19)). The crystal structures of 1-7, 10-12, 14, 18, and 19 are reported.

  DOI：

  10.1021/om1003896

文献信息

• Frustrated Lewis Pairs and Ring-Opening of THF, Dioxane, and Thioxane
  作者：Birgit Birkmann、Tanja Voss、Stephen J. Geier、Matthias Ullrich、Gerald Kehr、Gerhard Erker、Douglas W. Stephan

  DOI：10.1021/om1003896

  日期：2010.11.8

  The reaction of tBu(2)PH and B(p-C6F4H)(3) in THF afforded tBu(2)(H)P(CH2)OB(p-C6F4H3 (1). Similarly, reactions of N-bases with a THF solution of B(C6F5)(3) led to the formation of the THF-ring-opening products C5H3Me2N(CH2)(4)OB(C6F5)(3) (2), C6H5CH2NIMe2(CH2)(4)OB(C6F5)(3) (3), and Me2NC(6)H(4)NMe(2),(CH2)(4)OB(C6F5)(3)(4). THF-ring-opening also occurs with aliphatic amines to form the compounds Me3N(CH2)(4)OB(C6F5)(3) (5), Et3N(CH2)(4)OB(C6F5)(3) (6), Me2N(CH2)(2)NMe2(CH2)(4)-OB(C6F5)(3) (7), and tBuHN(CH2)(2)NH/Bu(CH2)(4)OB(C6F5)(3) (8). In related chemistry, reactions of B(C6F5)(3),1,4-dioxane, and the appropriate base yielded tBu(3)P(CH2)(2)O(CH2)2OB(C6F5)(3) (10), C6H5-CH2NMe2(CH2)(2)O(CH2)(2)OB(C6F5)(3) (11), ((tBuN)(2)C3H2)(CH2)(2)O(CH2)(2)OB(C6F5)(3) (12), Me2NC6-H4NMe2(CH2)(2)O(CH2)2OB(C6F5)(3) (13), and C5H3Me2N(CH2)(2)O(CH2),OB(C6F5)(3) (14). In a related fashion, the thioxane adduct (C6F5)(3)B(SC4H8O) (15) reacted with N,N-dimethylbenzylamine, N,N,N ',N '-tetramethyl-p-phenylenediamine, 2,6-lutidine, or tBu(3)P to give the corresponding ringopened products L(CH2)(2)S(CH2)(2)OB(C6F5)3 (l = tBu(3)P (16), C6H5C6H2NMe2 (17), Me2NC6H4NMe2 (18), and C5H3Me2N (19)). The crystal structures of 1-7, 10-12, 14, 18, and 19 are reported.