(1-Bromo-2-methoxy-2-phenylethylidene)-(2,4,6-tritert-butylphenyl)phosphane | 716379-89-4

• 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: (1-Bromo-2-methoxy-2-phenylethylidene)-(2,4,6-tritert-butylphenyl)phosphane
• CAS: 716379-89-4
• 化学式: C₂₇H₃₈BrOP
• 分子量: 489.476
• InChiKey: UTNNCLXBIQQDLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1-Bromo-2-methoxy-2-phenylethylidene)-(2,4,6-tritert-butylphenyl)phosphane 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以26%的产率得到
  参考文献：
  名称：

  Formation and Electrochemical Properties of a 1,4-Diphosphafulvene Including Formal Dimerization of Phosphaallene

  摘要：

  Reactions of sterically protected 2-bromo-3-phenyl-1-phosphapropenes with bases such as tert-butyllithium and potassium tert-butoxide successfully afforded a bulky 1,4-diphosphafulvene (Mes* = 2,4,6-tBu(3)C(6)H(2)) through a novel and formal dimerization pathway of 1-phosphaallene, together with small amounts of 3-phenyl-1-phosphaallene and 3,4-diphosphanylidenecyclobutene. The structure of the 1,4-diphosphafulvene was confirmed by X-ray crystallography indicating somewhat flattened phosphorus atoms due to the bulky Mes* groups. The electrochemical properties of the 1,4-diphosphafulvene were investigated to show promising suitability as an electron donor, and indeed, it afforded a charge-transfer complex with TCNQ. Preparation and structural elucidation of an alkoxy-functionalized 1-phosphaallene was also performed, and the effect of the alkoxy group on the 1-phosphaallene moiety was characterized.

  DOI：

  10.1021/jo0497407
• 作为产物：
  描述：

  [(dibromomethylene)(2,4,6-tri-tertbutylphenyl)phosphine] 、 苯甲醛 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.25h， 以82%的产率得到(1-Bromo-2-methoxy-2-phenylethylidene)-(2,4,6-tritert-butylphenyl)phosphane
  参考文献：
  名称：

  Formation and Electrochemical Properties of a 1,4-Diphosphafulvene Including Formal Dimerization of Phosphaallene

  摘要：

  Reactions of sterically protected 2-bromo-3-phenyl-1-phosphapropenes with bases such as tert-butyllithium and potassium tert-butoxide successfully afforded a bulky 1,4-diphosphafulvene (Mes* = 2,4,6-tBu(3)C(6)H(2)) through a novel and formal dimerization pathway of 1-phosphaallene, together with small amounts of 3-phenyl-1-phosphaallene and 3,4-diphosphanylidenecyclobutene. The structure of the 1,4-diphosphafulvene was confirmed by X-ray crystallography indicating somewhat flattened phosphorus atoms due to the bulky Mes* groups. The electrochemical properties of the 1,4-diphosphafulvene were investigated to show promising suitability as an electron donor, and indeed, it afforded a charge-transfer complex with TCNQ. Preparation and structural elucidation of an alkoxy-functionalized 1-phosphaallene was also performed, and the effect of the alkoxy group on the 1-phosphaallene moiety was characterized.

  DOI：

  10.1021/jo0497407

文献信息

• Formation and Electrochemical Properties of a 1,4-Diphosphafulvene Including Formal Dimerization of Phosphaallene
  作者：Shigekazu Ito、Satoshi Sekiguchi、Masaaki Yoshifuji

  DOI：10.1021/jo0497407

  日期：2004.6.1

  Reactions of sterically protected 2-bromo-3-phenyl-1-phosphapropenes with bases such as tert-butyllithium and potassium tert-butoxide successfully afforded a bulky 1,4-diphosphafulvene (Mes* = 2,4,6-tBu(3)C(6)H(2)) through a novel and formal dimerization pathway of 1-phosphaallene, together with small amounts of 3-phenyl-1-phosphaallene and 3,4-diphosphanylidenecyclobutene. The structure of the 1,4-diphosphafulvene was confirmed by X-ray crystallography indicating somewhat flattened phosphorus atoms due to the bulky Mes* groups. The electrochemical properties of the 1,4-diphosphafulvene were investigated to show promising suitability as an electron donor, and indeed, it afforded a charge-transfer complex with TCNQ. Preparation and structural elucidation of an alkoxy-functionalized 1-phosphaallene was also performed, and the effect of the alkoxy group on the 1-phosphaallene moiety was characterized.