N-(1-phenylethenyl)propan-2-imine | 349547-83-7

• 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: N-(1-phenylethenyl)propan-2-imine
• CAS: 349547-83-7
• 化学式: C₁₁H₁₃N
• 分子量: 159.231
• InChiKey: VOIHTPSEYISVEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  、 氢气 以 氘代苯 为溶剂， 以99%的产率得到
  参考文献：
  名称：

  Δ²- and Δ³-Azaosmetine Complexes as Intermediates in the Stoichiometric Imination of Phenylacetylene with Oximes

  摘要：

  Complexes [Os{(E)-CH=CHPh}Cl(=N=CR2)((PPr3)-Pr-i)(2)] [CF3SO3] [CR2 = CMe2 (1), C(CH2)(4)CH2 (2)] react with carbon monoxide to give the Delta (2)1,2-azaosmetine derivatives [OsCl(=CRCH(Ph)N=CR2}(CO)((PPr3)-Pr-i)(2)][CF3SO3] [CR2 = CMe2 (3), C(CH2)(4)CH2 (4)], as a result of the coordination of carbon monoxide to the osmium atoms of 1 and 2 and the carbon-nitrogen coupling between the styryl and azavinylidene ligands. The structure of 3- in the solid state has been determined by an X-ray diffraction study. Complexes 3 and 4 can be deprotonated with MeLi to give the Delta (3)-1,2-azaosmetine compounds Os{CH=C(Ph)N= CR2}Cl(CO)((PPr3)-Pr-i)(2) [CR2 = CMe2 (5), C(CH2)(4)CH2 (6)], which react with molecular hydrogen to afford the 2aza-1,3-butadienes CH2=C(Ph)N=CR2 [CR2 = CMe2 (7), C(CH2)(4)CH2 (8)] and OsH2(eta (2)-H-2)(CO)((PPr3)-Pr-i)(2). The carbonylation of the cations of 3 and 4 leads to [Os{(Z)-CH= C(Ph)NH=CR2}Cl(CO)(2)((PPr3)-Pr-i)(2)](+) [CR2 = CMe2 (9), C(CH2)(4)CH2 (CH2)(4)CH2 (10)]. The [BF4](-) salts of 9 and 10 have been obtained by carbonylation of 5 and 6 and subsequent protonation of the resulting eta (1)-azabutadiene intermediates Os{(Z)-CH=C(Ph)N=CR2}Cl(CO)(2)((PPr3)-Pr-i)(2) [CR2 = CMe2 (11), C(CH2)(4)CH2 (12)]. The structure of the [BF4](-) salt of 10 in the solid state has also been determined by an X-ray diffraction study.

  DOI：

  10.1021/om010005k

文献信息

• Δ²- and Δ³-Azaosmetine Complexes as Intermediates in the Stoichiometric Imination of Phenylacetylene with Oximes
  作者：Ricardo Castarlenas、Miguel A. Esteruelas、Enrique Oñate

  DOI：10.1021/om010005k

  日期：2001.5.1

  Complexes [Os(E)-CH=CHPh}Cl(=N=CR2)((PPr3)-Pr-i)(2)] [CF3SO3] [CR2 = CMe2 (1), C(CH2)(4)CH2 (2)] react with carbon monoxide to give the Delta (2)1,2-azaosmetine derivatives [OsCl(=CRCH(Ph)N=CR2}(CO)((PPr3)-Pr-i)(2)][CF3SO3] [CR2 = CMe2 (3), C(CH2)(4)CH2 (4)], as a result of the coordination of carbon monoxide to the osmium atoms of 1 and 2 and the carbon-nitrogen coupling between the styryl and azavinylidene ligands. The structure of 3- in the solid state has been determined by an X-ray diffraction study. Complexes 3 and 4 can be deprotonated with MeLi to give the Delta (3)-1,2-azaosmetine compounds OsCH=C(Ph)N= CR2}Cl(CO)((PPr3)-Pr-i)(2) [CR2 = CMe2 (5), C(CH2)(4)CH2 (6)], which react with molecular hydrogen to afford the 2aza-1,3-butadienes CH2=C(Ph)N=CR2 [CR2 = CMe2 (7), C(CH2)(4)CH2 (8)] and OsH2(eta (2)-H-2)(CO)((PPr3)-Pr-i)(2). The carbonylation of the cations of 3 and 4 leads to [Os(Z)-CH= C(Ph)NH=CR2}Cl(CO)(2)((PPr3)-Pr-i)(2)](+) [CR2 = CMe2 (9), C(CH2)(4)CH2 (CH2)(4)CH2 (10)]. The [BF4](-) salts of 9 and 10 have been obtained by carbonylation of 5 and 6 and subsequent protonation of the resulting eta (1)-azabutadiene intermediates Os(Z)-CH=C(Ph)N=CR2}Cl(CO)(2)((PPr3)-Pr-i)(2) [CR2 = CMe2 (11), C(CH2)(4)CH2 (12)]. The structure of the [BF4](-) salt of 10 in the solid state has also been determined by an X-ray diffraction study.