fluorobis(3-chloro-2,4,6-trimethylphenyl)borane | 1632119-12-0

• 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: fluorobis(3-chloro-2,4,6-trimethylphenyl)borane
• 英文别名: Bis(chloromesityl)fluoroborane；bis(3-chloro-2,4,6-trimethylphenyl)-fluoroborane
• CAS: 1632119-12-0
• 化学式: C₁₈H₂₀BCl₂F
• 分子量: 337.072
• InChiKey: DHRDCFMOJSHGAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  fluorobis(3-chloro-2,4,6-trimethylphenyl)borane 、 lithium,1-methanidylpiperidine 以 正己烷 为溶剂， 反应 12.0h， 以38%的产率得到1,2-bis(3-chloro-2,4,6-trimethylphenyl)-3λ⁴-aza-1λ⁴-boraspiro[2.5]octane
  参考文献：
  名称：

  Steric Control of Geminal Lewis Pair Behavior: Frustration Induced Dyotropic Rearrangement

  摘要：

  A series of methylene-linked boron/nitrogen geminal Lewis pairs were synthesized and the impacts of sterical effect on their chemical behavior were systematically investigated. Increasing the steric demand around the boron atom is manifested first by an incremental change in the structure of the resulting dative adducts. Accordingly, in the case of phenyl substituents (Alk(2)NCH(2)BPh(2)), formation of head-to-tail dimers/oligomers was observed, while such an intermolecular association was avoided when o-tolyl moiety was introduced [Alk(2)NCH(2)B(o-Tol)(2)], affording only an intramolecular dative complex. Further increase of sterical hindrance to a point (i.e. using mesityl substituents), however, caused a radical change in the structure; a dyotropic rearrangement occurred. Thus, steric interference induced a rearrangement in the geminal pair to relieve or minimize the frustration strain.

  DOI：

  10.1055/s-0033-1339125
• 作为产物：
  描述：

  2-溴-1,3,5-三甲基苯 在 高氯酸 、 三氯异氰尿酸 、 magnesium 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 28.0h， 生成 fluorobis(3-chloro-2,4,6-trimethylphenyl)borane
  参考文献：
  名称：

  Steric Control of Geminal Lewis Pair Behavior: Frustration Induced Dyotropic Rearrangement

  摘要：

  A series of methylene-linked boron/nitrogen geminal Lewis pairs were synthesized and the impacts of sterical effect on their chemical behavior were systematically investigated. Increasing the steric demand around the boron atom is manifested first by an incremental change in the structure of the resulting dative adducts. Accordingly, in the case of phenyl substituents (Alk(2)NCH(2)BPh(2)), formation of head-to-tail dimers/oligomers was observed, while such an intermolecular association was avoided when o-tolyl moiety was introduced [Alk(2)NCH(2)B(o-Tol)(2)], affording only an intramolecular dative complex. Further increase of sterical hindrance to a point (i.e. using mesityl substituents), however, caused a radical change in the structure; a dyotropic rearrangement occurred. Thus, steric interference induced a rearrangement in the geminal pair to relieve or minimize the frustration strain.

  DOI：

  10.1055/s-0033-1339125

文献信息

• Borate photoinitiators from polyboranes
  申请人：Ciba Specialty Chemicals Corporation

  公开号：US05807905A1

  公开（公告）日：1998-09-15

  Compounds of the formula I ##STR1## in which n and o are a number from 0 to 50, m is a number from 1 to 50, u and v are 0 or 1, and at least one of the indices u and v is 1, R.sub.1, R.sub.2, R.sub.2a, R.sub.3 and R.sub.4 independently of one another are, for example, aromatic hydrocarbons, R.sub.5, if n and o are 0, is for example C.sub.1 -C.sub.12 alkyl and, if n and/or o are greater than 0, or if n and o are 0 and at the same time only one index u or v is 1, R.sub.5 may additionally, for example, be an aromatic hydrocarbon, at least one of the radicals R.sub.1, R.sub.2, R.sub.2a, R.sub.3, R.sub.4 and R.sub.5 being an aromatic hydrocarbon radical which is sterically hindered ortho to the boron atom, X is, for example, C.sub.1 -C.sub.20 alkylene, phenylene, biphenylene, etc., and Z is a radical which is able to form positive ions, are suitable as photoinitiators, both the compounds per se and their combination with dyes or other electron acceptors. Furthermore, the polyborane precursors of these borates possess, together with borate salts, photoinitiating properties.

  公式为I的化合物，其中n和o的值为0到50之间的数字，m的值为1到50之间的数字，u和v的值为0或1，且至少一个指数u和v的值为1。R1、R2、R2a、R3和R4独立地是例如芳香族烃，R5如果n和o的值为0，则为例如C1-C12烷基；如果n和/或o的值大于0，或者n和o的值为0且同时只有一个指数u或v的值为1，则R5还可以是例如芳香族烃。其中至少一个基团R1、R2、R2a、R3、R4和R5是与硼原子邻位空间受到立体阻碍的芳香族烃基团，X为例如C1-C20烷基、苯基、联苯基等，Z为能够形成正离子的基团，这些化合物以及它们与染料或其他电子受体的组合都适用于光引发剂。此外，这些硼酸盐的聚硼烷前体，与硼酸盐一起，具有光引发性能。
• Steric Control of Geminal Lewis Pair Behavior: Frustration Induced Dyotropic Rearrangement
  作者：Tibor Soós、Éva Dorkó、Eszter Varga、Tamás Gáti、Tamás Holczbauer、Imre Pápai、Hasan Mehdi

  DOI：10.1055/s-0033-1339125

  日期：——

  A series of methylene-linked boron/nitrogen geminal Lewis pairs were synthesized and the impacts of sterical effect on their chemical behavior were systematically investigated. Increasing the steric demand around the boron atom is manifested first by an incremental change in the structure of the resulting dative adducts. Accordingly, in the case of phenyl substituents (Alk(2)NCH(2)BPh(2)), formation of head-to-tail dimers/oligomers was observed, while such an intermolecular association was avoided when o-tolyl moiety was introduced [Alk(2)NCH(2)B(o-Tol)(2)], affording only an intramolecular dative complex. Further increase of sterical hindrance to a point (i.e. using mesityl substituents), however, caused a radical change in the structure; a dyotropic rearrangement occurred. Thus, steric interference induced a rearrangement in the geminal pair to relieve or minimize the frustration strain.