2-(4-Tert-butylimidazol-1-yl)ethyl-diphenylphosphane | 1068442-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Tert-butylimidazol-1-yl)ethyl-diphenylphosphane
• CAS: 1068442-14-7
• 化学式: C₂₁H₂₅N₂P
• 分子量: 336.417
• InChiKey: KMDSLCQLAMUOTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 2-(4-Tert-butylimidazol-1-yl)ethyl-diphenylphosphane 以 二氯甲烷 为溶剂， 以97%的产率得到
  参考文献：
  名称：

  Imidazol-2-yl Complexes of Cp*Ir as Bifunctional Ambident Reactants

  摘要：

  Loss of chloride ion from imidazol-2-yl complex 4a activates the H-H bond of dihydrogen or the C-H bond of actelyene, forming and Ir(III) N-heterocyclic (NHC) complex (3b or 9). Deprotonation of Ir(III) hydride 4b gives one new species, formulated as IR(I) carbene complex 5. Protonation or alkylation of 5 occurs at the metal, returning the IR(III) core of 6a,b. Deprotonation of cationic NHC complex 3a gives neutral imidazol-2-yl analogue 4a; as seen by X-ray diffraction, the Ir-C bond in 3a is shorter than that in 4a. These and other comparisons and interconversions of NHC complexes with an NH function and related imidazol-2-yl species expand the potential of NHC complexes by showing their bifunctional character.

  DOI：

  10.1021/ja804713u
• 作为产物：
  描述：

  4-tert-butyl-1-vinyl-1H-imidazole 、 二苯基膦 在 potassium tert-butylate 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 85.03h， 以69%的产率得到2-(4-Tert-butylimidazol-1-yl)ethyl-diphenylphosphane
  参考文献：
  名称：

  Imidazol-2-yl Complexes of Cp*Ir as Bifunctional Ambident Reactants

  摘要：

  Loss of chloride ion from imidazol-2-yl complex 4a activates the H-H bond of dihydrogen or the C-H bond of actelyene, forming and Ir(III) N-heterocyclic (NHC) complex (3b or 9). Deprotonation of Ir(III) hydride 4b gives one new species, formulated as IR(I) carbene complex 5. Protonation or alkylation of 5 occurs at the metal, returning the IR(III) core of 6a,b. Deprotonation of cationic NHC complex 3a gives neutral imidazol-2-yl analogue 4a; as seen by X-ray diffraction, the Ir-C bond in 3a is shorter than that in 4a. These and other comparisons and interconversions of NHC complexes with an NH function and related imidazol-2-yl species expand the potential of NHC complexes by showing their bifunctional character.

  DOI：

  10.1021/ja804713u

文献信息

• A Labile and Catalytically Active Imidazol-2-yl Fragment System
  作者：Valentín Miranda-Soto、Douglas B. Grotjahn、Andrew L. Cooksy、James A. Golen、Curtis E. Moore、Arnold L. Rheingold

  DOI：10.1002/anie.201005100

  日期：2011.1.17

  More than an innocent bystander: Deprotonation of the NH group in I with nBuLi/[D8]THF gave a highly reactive (thf)2LiCl} adduct II of an imidazol‐2‐yl species. Compounds II and IV readily heterolyze H2 to form III, whereas iPrOH acts as a hydrogen source to generate III from II.

  不仅仅是一个无辜的旁观者：I中的NH基团通过n BuLi / [D 8 ] THF的去质子化反应得到了咪唑-2-基种类的高反应性（thf）2 LiCl}加合物II。化合物II和IV易于将H 2杂化形成III，而i PrOH则作为氢源从II生成III。