2-[bis(dimethylamino)boranyl]-3-phenyl-N,N-bis(trimethylsilyl)boriren-1-amine | 1418023-35-4

• 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: 2-[bis(dimethylamino)boranyl]-3-phenyl-N,N-bis(trimethylsilyl)boriren-1-amine
• CAS: 1418023-35-4
• 化学式: C₁₈H₃₅B₂N₃Si₂
• 分子量: 371.289
• InChiKey: WBFSAVHGIUMTEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[bis(dimethylamino)boranyl]-3-phenyl-N,N-bis(trimethylsilyl)boriren-1-amine 、 1,3-二甲基-2H-咪唑 以 甲苯 为溶剂， 反应 0.17h， 以72%的产率得到
  参考文献：
  名称：

  Electronic and Structural Effects of Stepwise Borylation and Quaternization on Borirene Aromaticity

  摘要：

  Room-temperature photolysis of the amino-boryl complex [(OC)(5)Cr=B=N(SiMe3)(2)] in the presence of a series of mono- or bis(boryl) alkynes bis{bis-(dimethylamino)boryl}ethyne, 1-phenyl-2-bis-(dimethylamino)borylethyne, and 1-trimethylsilyl-2-bis-(dimethylamino)borylethyne led to the isolation of hitherto unknown borylborirenes in resonable yields, that is, [(RC=CR')(mu-BN(SiMe3)(2))] (7, R = B(NMe2)(2), R' = Ph; 8, R = R' = B(NMe2)(2); 9, R = B(NMe2)(2), R' = SiMe3). The borirenes were isolated and spectroscopically characterized by multinuclear NMR, IR, and UV/vis spectroscopy, crystallography, and elemental analysis. Reactivity studies of the borirenes demonstrated their behavior toward different Lewis bases. The isolated adducts and the parent borirenes were compared to 1,3-mesityl-2-phenylborirene and its adducts. To gain insight into the electronic structure and to evaluate the influence of the exocyclic groups, Density Functional Theory (DFT) calculations were carried out.

  DOI：

  10.1021/ja3110126
• 作为产物：
  描述：

  在 三(五氟苯基)硼烷 作用下， 以 氘代苯 为溶剂， 生成 2-[bis(dimethylamino)boranyl]-3-phenyl-N,N-bis(trimethylsilyl)boriren-1-amine
  参考文献：
  名称：

  Electronic and Structural Effects of Stepwise Borylation and Quaternization on Borirene Aromaticity

  摘要：

  Room-temperature photolysis of the amino-boryl complex [(OC)(5)Cr=B=N(SiMe3)(2)] in the presence of a series of mono- or bis(boryl) alkynes bis{bis-(dimethylamino)boryl}ethyne, 1-phenyl-2-bis-(dimethylamino)borylethyne, and 1-trimethylsilyl-2-bis-(dimethylamino)borylethyne led to the isolation of hitherto unknown borylborirenes in resonable yields, that is, [(RC=CR')(mu-BN(SiMe3)(2))] (7, R = B(NMe2)(2), R' = Ph; 8, R = R' = B(NMe2)(2); 9, R = B(NMe2)(2), R' = SiMe3). The borirenes were isolated and spectroscopically characterized by multinuclear NMR, IR, and UV/vis spectroscopy, crystallography, and elemental analysis. Reactivity studies of the borirenes demonstrated their behavior toward different Lewis bases. The isolated adducts and the parent borirenes were compared to 1,3-mesityl-2-phenylborirene and its adducts. To gain insight into the electronic structure and to evaluate the influence of the exocyclic groups, Density Functional Theory (DFT) calculations were carried out.

  DOI：

  10.1021/ja3110126

文献信息

• Electronic and Structural Effects of Stepwise Borylation and Quaternization on Borirene Aromaticity
  作者：Holger Braunschweig、Alexander Damme、Rian D. Dewhurst、Sundargopal Ghosh、Thomas Kramer、Bernd Pfaffinger、Krzysztof Radacki、Alfredo Vargas

  DOI：10.1021/ja3110126

  日期：2013.2.6

  Room-temperature photolysis of the amino-boryl complex [(OC)(5)Cr=B=N(SiMe3)(2)] in the presence of a series of mono- or bis(boryl) alkynes bisbis-(dimethylamino)boryl}ethyne, 1-phenyl-2-bis-(dimethylamino)borylethyne, and 1-trimethylsilyl-2-bis-(dimethylamino)borylethyne led to the isolation of hitherto unknown borylborirenes in resonable yields, that is, [(RC=CR')(mu-BN(SiMe3)(2))] (7, R = B(NMe2)(2), R' = Ph; 8, R = R' = B(NMe2)(2); 9, R = B(NMe2)(2), R' = SiMe3). The borirenes were isolated and spectroscopically characterized by multinuclear NMR, IR, and UV/vis spectroscopy, crystallography, and elemental analysis. Reactivity studies of the borirenes demonstrated their behavior toward different Lewis bases. The isolated adducts and the parent borirenes were compared to 1,3-mesityl-2-phenylborirene and its adducts. To gain insight into the electronic structure and to evaluate the influence of the exocyclic groups, Density Functional Theory (DFT) calculations were carried out.