Bis(2,3,4,5,6-pentadeuteriophenyl)mercury | 4165-58-6

• 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: Bis(2,3,4,5,6-pentadeuteriophenyl)mercury
• CAS: 4165-58-6
• 化学式: C₁₂H₁₀Hg
• 分子量: 364.722
• InChiKey: HWMTUNCVVYPZHZ-DQPUZLHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  samarocene 、 Bis(2,3,4,5,6-pentadeuteriophenyl)mercury 以 苯 为溶剂， 生成
  参考文献：
  名称：

  Mechanistic Aspects of Samarium-Mediated σ-Bond Activations of Arene C−H and Arylsilane Si−C Bonds

  摘要：

  To investigate the potential role of Sm-Ph species as intermediates in the samarium-catalyzed redistribution of PhSiH3 to Ph2SiH2 and SiH4, the samariurn phenyl complex [Cp*2SmPh](2) (1) was prepared by oxidation of Cp*Sm-2 (2) with HgPh2. Compound 1 thermally decomposes to yield benzene and the phenylene-bridged disamarium complex CP*Sm-2(mu -1,4-C6H4)SmCp*(2) (3). This decomposition reaction appears to proceed through dissociation of 1 into monomeric CP*2SmPh species which then react via unimolecular and bimolecular pathways, involving rate-limiting Cp* metalation and direct C-H activation, respectively. The observed rate law for this process is of the form: rate = k(1)[1] + k(2)[1](2) Complex I efficiently transfers its phenyl. group to PhSiH3, with formation of Ph2SiH2 and [Cp*Sm-2(mu -H)](2) (4). Quantitative Si-C bond cleavage Of C6F5SiH3 is effected by the samarium hydride complex 4, yielding silane and [Cp*Sm-2(mu -C6F5)](2) (5). In contrast, Si-H activation takes place upon reaction of 4 with o-MeOC6H4SiH3, affording the samarium. silyl species Cp*2SmSiH2(o-MeOC6H4) (7). Complex 7 rapidly decomposes to [Cp*Sm-2(mu -0-MeOC6H4)](2) (6) and other samarium-containing products. Compounds 5 and 6 were prepared independently by oxidation of 2 with Hg(C6F5)(2), and Hg(o-MeOC6H4)(2), respectively. The mechanism of samarium-mediated redistribution at silicon, and chemoselectivity in sigma -bond metathesis reactions, are discussed.

  DOI：

  10.1021/ja011472w
• 作为产物：
  描述：

  氘代溴苯 、 mercury dibromide 在 n-BuLi 作用下， 以 乙醚 为溶剂， 以74%的产率得到Bis(2,3,4,5,6-pentadeuteriophenyl)mercury
  参考文献：
  名称：

  Mechanistic Aspects of Samarium-Mediated σ-Bond Activations of Arene C−H and Arylsilane Si−C Bonds

  摘要：

  To investigate the potential role of Sm-Ph species as intermediates in the samarium-catalyzed redistribution of PhSiH3 to Ph2SiH2 and SiH4, the samariurn phenyl complex [Cp*2SmPh](2) (1) was prepared by oxidation of Cp*Sm-2 (2) with HgPh2. Compound 1 thermally decomposes to yield benzene and the phenylene-bridged disamarium complex CP*Sm-2(mu -1,4-C6H4)SmCp*(2) (3). This decomposition reaction appears to proceed through dissociation of 1 into monomeric CP*2SmPh species which then react via unimolecular and bimolecular pathways, involving rate-limiting Cp* metalation and direct C-H activation, respectively. The observed rate law for this process is of the form: rate = k(1)[1] + k(2)[1](2) Complex I efficiently transfers its phenyl. group to PhSiH3, with formation of Ph2SiH2 and [Cp*Sm-2(mu -H)](2) (4). Quantitative Si-C bond cleavage Of C6F5SiH3 is effected by the samarium hydride complex 4, yielding silane and [Cp*Sm-2(mu -C6F5)](2) (5). In contrast, Si-H activation takes place upon reaction of 4 with o-MeOC6H4SiH3, affording the samarium. silyl species Cp*2SmSiH2(o-MeOC6H4) (7). Complex 7 rapidly decomposes to [Cp*Sm-2(mu -0-MeOC6H4)](2) (6) and other samarium-containing products. Compounds 5 and 6 were prepared independently by oxidation of 2 with Hg(C6F5)(2), and Hg(o-MeOC6H4)(2), respectively. The mechanism of samarium-mediated redistribution at silicon, and chemoselectivity in sigma -bond metathesis reactions, are discussed.

  DOI：

  10.1021/ja011472w