phenyl(N-(4-chloro)phenacyliminodiacetate-O,O',N)borane | 166826-74-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl(N-(4-chloro)phenacyliminodiacetate-O,O',N)borane
• 英文别名: 5-[2-(4-Chlorophenyl)-2-oxoethyl]-1-phenyl-2,8-dioxa-5-azonia-1-boranuidabicyclo[3.3.0]octane-3,7-dione
• CAS: 166826-74-0
• 化学式: C₁₈H₁₅BClNO₅
• 分子量: 371.585
• InChiKey: HIYVFTRIUSJLEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (N-B)phenyl[iminodiacetate-O,N]borane 、 2'-溴-4-氯苯乙酮 在 KHCO₃ 作用下， 以 乙腈 、 苯 为溶剂， 以73.5%的产率得到phenyl(N-(4-chloro)phenacyliminodiacetate-O,O',N)borane
  参考文献：
  名称：

  New strategy to the synthesis of (N→B) phenyl[N-alkyliminodiacetate-O,O′,N]boranes: The crystal structure of (N→B) phenyl[N-benzyliminodiacetate-O,O′,N]borane, (N→B)phenyl[N-(4-methyl)benzyliminodiacetate-O,O′,N]borane and (N→B) phenyl[N-phenacyliminodiacetate-O,O′,N]borane

  摘要：

  A new, mild and friendly method for the synthesis of (N -> B) pheny[N-alkyliminodiacetate-O,O',N]boranes 2-7 is reported. All compounds were identified by H-1, B-11, C-13 NMR and their high resolution mass spectra (HRMS) are reported. The structure of the compounds 2, 4 and 5 were established by single crystal X-ray. Compounds 2 and 4 crystallized with two independent molecules 2A, 2B and 4A, 4B. respectively in the asymmetric unit. These molecular structures established the bicyclic structure showing a N -> B bond length of 1.666 (2) angstrom for 2A, 1.675 (2) angstrom for 2B, 1.675 (3) angstrom for 4A, 1.663 (3) angstrom for 4B and 1.679 (2) angstrom for 5, as well as different torsion angles of the junction, 28.70 (2)degrees (C11-B1-N6-C17) for 2A, 21.50 (2)degrees (C11a-B1a-N6a-C17a) for 2B, 25.76 (0.26)degrees (C11-B1-N6-C17) for 4A, 21.96 (0.28)degrees (C11a-B1a-N6a-C17a) for 4B and -29.22 (0.20)degrees (C5-N1-B1-C13) for 5. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.05.043

文献信息

• New strategy to the synthesis of (N→B) phenyl[N-alkyliminodiacetate-O,O′,N]boranes: The crystal structure of (N→B) phenyl[N-benzyliminodiacetate-O,O′,N]borane, (N→B)phenyl[N-(4-methyl)benzyliminodiacetate-O,O′,N]borane and (N→B) phenyl[N-phenacyliminodiacetate-O,O′,N]borane
  作者：Teresa Mancilla Percino、Roxana Magaly Flores Ancona、Marisol López Martínez

  DOI：10.1016/j.poly.2009.05.043

  日期：2009.9

  A new, mild and friendly method for the synthesis of (N -> B) pheny[N-alkyliminodiacetate-O,O',N]boranes 2-7 is reported. All compounds were identified by H-1, B-11, C-13 NMR and their high resolution mass spectra (HRMS) are reported. The structure of the compounds 2, 4 and 5 were established by single crystal X-ray. Compounds 2 and 4 crystallized with two independent molecules 2A, 2B and 4A, 4B. respectively in the asymmetric unit. These molecular structures established the bicyclic structure showing a N -> B bond length of 1.666 (2) angstrom for 2A, 1.675 (2) angstrom for 2B, 1.675 (3) angstrom for 4A, 1.663 (3) angstrom for 4B and 1.679 (2) angstrom for 5, as well as different torsion angles of the junction, 28.70 (2)degrees (C11-B1-N6-C17) for 2A, 21.50 (2)degrees (C11a-B1a-N6a-C17a) for 2B, 25.76 (0.26)degrees (C11-B1-N6-C17) for 4A, 21.96 (0.28)degrees (C11a-B1a-N6a-C17a) for 4B and -29.22 (0.20)degrees (C5-N1-B1-C13) for 5. (C) 2009 Elsevier Ltd. All rights reserved.