cyclopenta-1,3-diene;cyclopenta-2,4-dien-1-yl-[dimethyl(phenyl)silyl]methanethiol;iron(2+) | 401513-24-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: cyclopenta-1,3-diene;cyclopenta-2,4-dien-1-yl-[dimethyl(phenyl)silyl]methanethiol;iron(2+)
• CAS: 401513-24-4
• 化学式: C₁₉H₂₂FeSSi
• 分子量: 366.382
• InChiKey: OUPTVXKKKVZVKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cyclopenta-1,3-diene;cyclopenta-2,4-dien-1-yl-[dimethyl(phenyl)silyl]methanethiol;iron(2+) 、 一氯丙酮 在 N,N-二异丙基乙胺 作用下， 以 乙醚 为溶剂， 以75%的产率得到1-([ferrocenyl(dimethylphenylsilyl)methyl]sulphanyl)acetone
  参考文献：
  名称：

  Synthesis and reactivity of achiral and of a novel planar chiral thioferrocenoylsilanes

  摘要：

  The reactions of thioferrocenoylsilanes with organolithium reagents, dienes and reducing agents which afford alpha -silyl sulphides, dihydrothiopyranes and alpha -silyl ferrocenyl thiols, respectively, have been investigated. alpha -Silyl sulphides were further functionalised through carbodesilylation with aldehydes. We also report the synthesis of a new planar chiral thioferrocencylsilane that gave good diastereomeric excess in the reaction with t-butyllithium, lithium lutidine and 2,3-dimethylbuta-1,3-diene. The 1,1'-bis-thioferrocenoylsilane, too unstable to be isolated, was trapped in situ with dienes. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00944-5
• 作为产物：
  描述：

  cyclopenta-1,3-diene;cyclopenta-2,4-dien-1-yl-[dimethyl(phenyl)silyl]methanethione;iron(2+) 在 dimethyl sulfide borane 、 (S)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 为溶剂， 以39%的产率得到cyclopenta-1,3-diene;cyclopenta-2,4-dien-1-yl-[dimethyl(phenyl)silyl]methanethiol;iron(2+)
  参考文献：
  名称：

  Synthesis and reactivity of achiral and of a novel planar chiral thioferrocenoylsilanes

  摘要：

  The reactions of thioferrocenoylsilanes with organolithium reagents, dienes and reducing agents which afford alpha -silyl sulphides, dihydrothiopyranes and alpha -silyl ferrocenyl thiols, respectively, have been investigated. alpha -Silyl sulphides were further functionalised through carbodesilylation with aldehydes. We also report the synthesis of a new planar chiral thioferrocencylsilane that gave good diastereomeric excess in the reaction with t-butyllithium, lithium lutidine and 2,3-dimethylbuta-1,3-diene. The 1,1'-bis-thioferrocenoylsilane, too unstable to be isolated, was trapped in situ with dienes. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00944-5