3a,7a-azaborindene | 475987-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 3a,7a-azaborindene
• 英文别名: 3a,7a-azabora-1-indene；3H-azaborolo[1,2-a]azaborinine
• CAS: 475987-25-8
• 化学式: C₇H₈BN
• 分子量: 116.958
• InChiKey: CXDDNSJQMBOVMP-UHFFFAOYSA-N

物化性质

• 沸点：
  25-26 °C(Press: 0.05 Torr)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.01
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3a,7a-azaborindene 在 n-BuLi 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 [1,2]氮杂硼杂苯并[1,2-a][1,2]氮杂硼杂苯
  参考文献：
  名称：

  Syntheses of Ring-Fused B−N Heteroaromatic Compounds

  摘要：

  3a,7a-Azaborindene (14) has been prepared by two multistep syntheses using the Grubbs ring-closing metathesis from appropriate B-vinyl,N-allyl-aminoboranes. 14 was deprotonated by KN(SiMe3)2 to give 3a,7a-azaborindenylpotassium (5). The reaction of 5 with Cp*ZrCl3 afforded the corresponding Zr(IV) complex 18, which on activation with excess methylaluminoxane, forms a good catalyst for the polymerization of ethylene. The reaction of 5 with methylene chloride and BuLi gave 4a,8a-azaboranaphthalene (6), which is isoelectronic and isostructural with naphthalene. DFT calculations on 6 gave a structure that is in good agreement with X-ray diffraction data.

  DOI：

  10.1021/om058048e
• 作为产物：
  描述：

  二烯丙基胺 在 Grubbs catalyst first generation triethyl amine 、 2,3-dichloro-5,6-dicyano-1,4-benzoquinone 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 正戊烷 为溶剂， 生成 3a,7a-azaborindene
  参考文献：
  名称：

  3a，7a-氮杂硼茚基的合成和配位化学，茚基配体的新等电子类似物

  摘要：

  稠合环二杂芳族3a，7a-氮杂硼茚基阴离子（1）已经通过使用格鲁布斯闭环复分解法合成而制备。1已被转化为Cp * ZrCl 2络合物2，其与相应的（Ind）Cp * ZrCl 2极为相似。

  DOI：

  10.1021/om0204944

文献信息

• Haptotropic Migration from the Six- to the Five-Membered Ring of (3a,7a-Azaborindenyl)tricarbonylchromium Anion
  作者：Jun Pan、Jia Wang、Mark M. Banaszak Holl、Jeff W. Kampf、Arthur J. Ashe

  DOI：10.1021/om060239+

  日期：2006.7.1

  The potassium salt of (η6-3a,7a-azaborindenyl)Cr(CO)3 was prepared in a THF solution at −60 °C. Warming to −40 °C causes the Cr(CO)3 group to undergo haptotropic migration to the five-membered ring. DFT calculations suggest that the preferred intramolecular pathway involves Cr(CO)3 coordination to the boron rather than the nitrogen side of the ligand.

  （η的钾盐6 -3a，7A-azaborindenyl）的Cr（CO）3在THF溶液在-60制备℃。升温至-40°C会使Cr（CO）3基发生触变迁移至五元环。DFT计算表明，优选的分子内途径涉及Cr（CO）3与硼配位而不是配体的氮配位。
• Synthesis and Coordination Chemistry of 3a,7a-Azaborindenyl, a New Isoelectronic Analogue of the Indenyl Ligand
  作者：Arthur J. Ashe、Hong Yang、Xiangdong Fang、Jeff W. Kampf

  DOI：10.1021/om0204944

  日期：2002.10.1

  The fused-ring diheteroaromatic 3a,7a-azaborindenyl anion (1) has been prepared by a synthesis using the Grubbs ring-closing metathesis. 1 has been converted to the Cp*ZrCl2 complex 2, which closely resembles the corresponding (Ind)Cp*ZrCl2.

  稠合环二杂芳族3a，7a-氮杂硼茚基阴离子（1）已经通过使用格鲁布斯闭环复分解法合成而制备。1已被转化为Cp * ZrCl 2络合物2，其与相应的（Ind）Cp * ZrCl 2极为相似。
• Syntheses of Ring-Fused B−N Heteroaromatic Compounds
  作者：Xiangdong Fang、Hong Yang、Jeff W. Kampf、Mark M. Banaszak Holl、Arthur J. Ashe

  DOI：10.1021/om058048e

  日期：2006.1.1

  3a,7a-Azaborindene (14) has been prepared by two multistep syntheses using the Grubbs ring-closing metathesis from appropriate B-vinyl,N-allyl-aminoboranes. 14 was deprotonated by KN(SiMe3)2 to give 3a,7a-azaborindenylpotassium (5). The reaction of 5 with Cp*ZrCl3 afforded the corresponding Zr(IV) complex 18, which on activation with excess methylaluminoxane, forms a good catalyst for the polymerization of ethylene. The reaction of 5 with methylene chloride and BuLi gave 4a,8a-azaboranaphthalene (6), which is isoelectronic and isostructural with naphthalene. DFT calculations on 6 gave a structure that is in good agreement with X-ray diffraction data.