exo-2-[(3,3-dimethylbicyclo[2.2.1]heptan-2-yl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: exo-2-[(3,3-dimethylbicyclo[2.2.1]heptan-2-yl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-[[(1R,2R,4S)-3,3-dimethyl-2-bicyclo[2.2.1]heptanyl]methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 化学式: C₁₆H₂₉BO₂
• 分子量: 264.216
• InChiKey: GUIVFDQUMQHBCG-FRRDWIJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (-)-莰烯 在 苯并咪唑并[2,1-A]苯并[D,E]异奎千酮-7-酮 、 3DPA2FBN 、 三乙胺 作用下， 以 环己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 exo-2-[(3,3-dimethylbicyclo[2.2.1]heptan-2-yl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  轻度介导的硫硼交换

  摘要：

  描述了带有四氟吡啶基的硫化物与双（邻苯二酚）二硼的相互作用，然后用频哪醇和三乙胺处理，得到频哪醇硼酸酯。有机光催化剂（3DPA2FBN）在400 nm光的照射下促进了该反应，并与伯，仲和叔硫化物一起起作用。氟化吡啶片段的电子消耗特性在产生烷基中起重要作用。

  DOI：

  10.1021/acs.orglett.1c01080

文献信息

• High-Activity Cobalt Catalysts for Alkene Hydroboration with Electronically Responsive Terpyridine and α-Diimine Ligands
  作者：W. Neil Palmer、Tianning Diao、Iraklis Pappas、Paul J. Chirik

  DOI：10.1021/cs501639r

  日期：2015.2.6

  Cobalt alkyl complexes bearing readily available and redox-active 2,2':6',2"-terpyridine and a-diimine ligands have been synthesized, and their electronic structures have been elucidated. In each case, the supporting chelate is reduced to the monoanionic, radical form that is engaged in antiferromagnetic coupling with the cobalt(II) center. Both classes of cobalt alkyls proved to be effective for the isomerization hydroboration of sterically hindered alkenes. An a-diimine-substituted cobalt allyl complex proved exceptionally active for the reduction of hindered tri-, tetra-, and limonene, formation of an eta(3)-allyl complex with a C-H agostic interaction was identified and accounts for the sluggish reactivity observed with diene substrates. For the terpyridine derivative, unique Markovnikov selectivity with styrene was also observed with HBPin.
• Light-Mediated Sulfur–Boron Exchange
  作者：Liubov I. Panferova、Alexander D. Dilman

  DOI：10.1021/acs.orglett.1c01080

  日期：2021.5.21

  sulfides bearing a tetrafluoropyridinyl group with bis(catecholato)diboron followed by treatment with pinacol and triethylamine affording pinacol boronic esters is described. The reaction is promoted by an organic photocatalyst (3DPA2FBN) under irradiation with 400 nm light, and works with primary, secondary, and tertiary sulfides. The electron depleting character of the fluorinated pyridine fragment

  描述了带有四氟吡啶基的硫化物与双（邻苯二酚）二硼的相互作用，然后用频哪醇和三乙胺处理，得到频哪醇硼酸酯。有机光催化剂（3DPA2FBN）在400 nm光的照射下促进了该反应，并与伯，仲和叔硫化物一起起作用。氟化吡啶片段的电子消耗特性在产生烷基中起重要作用。