potassium 2-fluoro-5-methylphenyltrifluoroborate

• 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: potassium 2-fluoro-5-methylphenyltrifluoroborate
• 英文别名: o-fluoroaryltrifluoroborate, potassium salt；Potassium trifluoro(2-fluoro-5-methylphenyl)borate；potassium;trifluoro-(2-fluoro-5-methylphenyl)boranuide
• 化学式: C₇H₆BF₄*K
• 分子量: 216.028
• InChiKey: JCXQCNKQZHTUBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.81
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  potassium 2-fluoro-5-methylphenyltrifluoroborate 、 salicylide-(L)-alanine sodium salt 在 catalyst: chlorotrimethylsilane 作用下， 以 not given 为溶剂， 生成
  参考文献：
  名称：

  Crystallization-Induced Asymmetric Transformation vs Quasi-Racemate Formation in Tetravalent Boron Complexes

  摘要：

  Crystallization-induced asymmetric transformation (AT) has been achieved with the salicaldimine complexes 8/9, 11/12, and 14a/15a and with the oxazaborolidinone complexes 22b/23b and 22c/23c. In the case of 22a and 23a, the initially formed 3.1 mixture of diastereomers crystallizes under equilibrium conditions to afford a quasi-racemate 24, containing both diastereomers in the unit cell. Enolate formation from ent-22b is demonstrated, and methylation occurs to give 26a. Aldol condensation of the enolate is also feasible, and hindered aldehydes afford adducts such as 27a or 27b with good diastereoselectivity. Factors that contribute to quasi-racemate formation are discussed.

  DOI：

  10.1021/ja994023t
• 作为产物：
  描述：

  对氟甲苯 在 potassium hydrogen bifluoride 、 仲丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 环己烷 为溶剂， 反应 0.52h， 生成 potassium 2-fluoro-5-methylphenyltrifluoroborate
  参考文献：
  名称：

  Crystallization-Induced Asymmetric Transformation vs Quasi-Racemate Formation in Tetravalent Boron Complexes

  摘要：

  Crystallization-induced asymmetric transformation (AT) has been achieved with the salicaldimine complexes 8/9, 11/12, and 14a/15a and with the oxazaborolidinone complexes 22b/23b and 22c/23c. In the case of 22a and 23a, the initially formed 3.1 mixture of diastereomers crystallizes under equilibrium conditions to afford a quasi-racemate 24, containing both diastereomers in the unit cell. Enolate formation from ent-22b is demonstrated, and methylation occurs to give 26a. Aldol condensation of the enolate is also feasible, and hindered aldehydes afford adducts such as 27a or 27b with good diastereoselectivity. Factors that contribute to quasi-racemate formation are discussed.

  DOI：

  10.1021/ja994023t

文献信息

• Crystallization-Induced Asymmetric Transformation vs Quasi-Racemate Formation in Tetravalent Boron Complexes
  作者：E. Vedejs、R. W. Chapman、S. Lin、M. Müller、D. R. Powell

  DOI：10.1021/ja994023t

  日期：2000.4.1

  Crystallization-induced asymmetric transformation (AT) has been achieved with the salicaldimine complexes 8/9, 11/12, and 14a/15a and with the oxazaborolidinone complexes 22b/23b and 22c/23c. In the case of 22a and 23a, the initially formed 3.1 mixture of diastereomers crystallizes under equilibrium conditions to afford a quasi-racemate 24, containing both diastereomers in the unit cell. Enolate formation from ent-22b is demonstrated, and methylation occurs to give 26a. Aldol condensation of the enolate is also feasible, and hindered aldehydes afford adducts such as 27a or 27b with good diastereoselectivity. Factors that contribute to quasi-racemate formation are discussed.