[Ni(C6H4-o-C(O)(=CH2))(dippe)] | 501364-36-9

• 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: [Ni(C6H4-o-C(O)(=CH2))(dippe)]
• 英文别名: Ni(C6H4-o-C(CH2))(diisopropylphosphonoethane)；2-di(propan-2-yl)phosphanylethyl-di(propan-2-yl)phosphane;nickel(2+);1-phenylethenolate
• CAS: 501364-36-9
• 化学式: C₂₂H₃₈NiOP₂
• 分子量: 439.181
• InChiKey: LUUKIMHDZLWCFN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  [Ni(C6H4-o-C(O)(=CH2))(dippe)] 以 氘代苯 为溶剂， 生成 [Ni(C6H4-o-C(O)CH2)(dippe)]
  参考文献：
  名称：

  Synthesis and Aldol Reactivity of O- and C-Enolate Complexes of Nickel

  摘要：

  The often facile C-/O-tautomerization of transition metal enolates is severely hindered in the cyclic Ni complexes 1 and 2, allowing the study of their individual reactivities. At room temperature only the O-bound tautomer, 2, reacts with aldehydes, giving rise to the corresponding addition products.

  DOI：

  10.1021/ja028711f
• 作为产物：
  描述：

  [Ni(C6H4-o-C(O)CH3)(Cl)(dippe)] 在 KO(C(CH₃)3) 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到[Ni(C6H4-o-C(O)(=CH2))(dippe)]
  参考文献：
  名称：

  Synthesis and Aldol Reactivity of O- and C-Enolate Complexes of Nickel

  摘要：

  The often facile C-/O-tautomerization of transition metal enolates is severely hindered in the cyclic Ni complexes 1 and 2, allowing the study of their individual reactivities. At room temperature only the O-bound tautomer, 2, reacts with aldehydes, giving rise to the corresponding addition products.

  DOI：

  10.1021/ja028711f

文献信息

• Addition reactions of O-bound cyclic nickel enolates to α,β-unsaturated ketones
  作者：Juan Cámpora、Celia M. Maya、Pilar Palma、Ernesto Carmona、Claudia Graiff、Antonio Tiripicchio

  DOI：10.1039/b303062h

  日期：——

  The addition of the O-bound nickel enolates Ni(C6H4-o-C(CHR)O)(dippe) (R = H, 1; R = Me, 2) to α,β-unsaturated ketones proceeds with complete stereoselectivity giving rise to [2 + 4] cycloadducts that can further evolve to generate open-chain, Michael-like products. The stereoselectivity of these reactions suggests a concerted mechanism, through an exo transition state.

  将 O 结合的镍烯醇化物 Ni(C6H4-oC(CHR)O)(dippe) (R = H, 1; R = Me, 2) 加入到 α,β-不饱和酮中以完全立体选择性进行，从而产生 [ 2 + 4] 环加合物，可以进一步进化产生开链的迈克尔样产物。这些反应的立体选择性通过外过渡态表明了一种协调的机制。