Spiro[4-aza-2-azonia-3-boranuidatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,9'-9-boranuidabicyclo[3.3.1]nonane] | 187403-04-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Spiro[4-aza-2-azonia-3-boranuidatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,9'-9-boranuidabicyclo[3.3.1]nonane]
• CAS: 187403-04-9
• 化学式: C₁₈H₂₃BN₂
• 分子量: 278.205
• InChiKey: ITZHEBUAKCFINF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  28.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 Spiro[4-aza-2-azonia-3-boranuidatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,9'-9-boranuidabicyclo[3.3.1]nonane] 在 potassium tert-butylate 作用下， 以90%的产率得到N,N'-bis(benzyl)-1,8-diaminonaphthalene
  参考文献：
  名称：

  Synthesis of a protonated C2-symmetric N,N-chiral “proton sponge”

  摘要：

  The hydrogen iodide salt of 1,8-bis-(N-benzyl-N-methylamino)naphthalene was synthesised as an 89/11 ratio of diastereomers in good yield. The structure of the major (+)-(RNRN/SNSN) diastereomer was determined by single crystal X-ray diffraction. The minor diastereomer is shown to be the meso-(RNSN) form by performing H-1 NMR n.O.e studies on isotopically desymmetrized 1-(N-benzyl-N-[C-13]-methylamino)-8-(N'-benzyl-N'-methylamino) naphthalene (HI salt). The half-life of interconversion of meso and dl forms is less than 2 minutes in CD2Cl2, at ambient temperature. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00930-7
• 作为产物：
  描述：

  1-N,8-N-bis(9-borabicyclo[3.3.1]nonan-9-yl)naphthalene-1,8-diamine 以 乙醚 、 正己烷 为溶剂， 生成 Spiro[4-aza-2-azonia-3-boranuidatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,9'-9-boranuidabicyclo[3.3.1]nonane]
  参考文献：
  名称：

  A novel diaminoborate ligand system derived from 1,8-diaminonaphthalene and 9-BBN: preparation of titanium and zirconium complexes and crystal structure of the titanium complex

  摘要：

  1,8-二氨基萘与1当量的9-二丁基硼烯（9-BBN）选择性反应，形成桥连的氨基-氨基硼烷；与2当量的9-BBN反应则形成非桥连的双(氨基硼烷)；这些氨基硼烷与钛和锆的二甲胺反应生成一种新的二氨基硼酸盐（4e,1-）配体体系。

  DOI：

  10.1039/a607194e