[(E)-3,3-二甲基-1-丁烯基]氯化汞 | 79178-05-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 中文名称: [(E)-3,3-二甲基-1-丁烯基]氯化汞
• 英文名称: trans-3,3-Dimethyl-1-butenyl-quecksilberchlorid
• CAS: 79178-05-5
• 化学式: C₆H₁₁ClHg
• 分子量: 319.196
• InChiKey: BBIIFTRRPZWWFE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  [(E)-3,3-二甲基-1-丁烯基]氯化汞 在 lithium chloride 、 palladium dichloride 作用下， 以 六甲基磷酰三胺 为溶剂， 生成 (3E,5E)-2,2,7,7-tetramethyl-3,5-octadiene
  参考文献：
  名称：

  Mercury in organic chemistry. 7. A convenient synthesis of symmetrical conjugated dienes and polyenes

  摘要：

  DOI：

  10.1021/jo00875a004
• 作为产物：
  描述：

  Ru(CO)2Cl(PMe2Ph)2(CH=CHCMe3) 、 mercury dichloride 以 丙酮 为溶剂， 生成 [(E)-3,3-二甲基-1-丁烯基]氯化汞
  参考文献：
  名称：

  Metal-to-metal transfer of vinyl ligands: ruthenium-catalysed synthesis of vinylmercury compounds

  摘要：

  Vinyl ligands are readily transferred from ruthenium(II) to mercury(II), giving mono- or di-vinyl mercury complexes, depending on the vinyl ligand and the reaction conditions used. In conjunction with steps involving aryl ligand transfer from mercury to ruthenium and insertion of MeO2CC = CCO2Me into the ruthenium-aryl bond, this constitutes a ruthenium-catalysed route for the conversion of [HgR2] (R = aryl) into [Hg{C(CO2Me) = C(CO2Me)R}R] and [Hg{C(CO2Me) = C(CO2Me)R}2], with alkyne insertion as the rate-limiting step. The mechanism of transfer alters according to the nature of the vinyl ligand. Reaction of [Ru(CO)2{C(CO2Me) = C(CO2Me)H}Cl(PMe2Ph)2] with HgCl2 does not lead to vinyl transfer: the product was characterized by X-ray crystallography as [activated Ru(CO)2{C(CO2Me) = C(COOMe)H}-(PMe2Ph)2][HgCl3].

  DOI：

  10.1039/dt9920000843

文献信息

• Synthesis of β,γ-unsaturated amides via palladium-promoted coupling of organomercurials and vinylic β-lactams
  作者：Richard C. Larock、Shuji Ding

  DOI：10.1016/s0040-4039(00)99607-2

  日期：1989.1

  The reaction of aryl or vinylic mercurials, Li2PdCl4 and vinylic β-lactams affords good yields of the corresponding ring-opened β,γ-unsaturated amides.

  芳基或乙烯基汞，Li 2 PdCl 4和乙烯基β-内酰胺的反应提供了良好产率的相应的开环β，γ-不饱和酰胺。
• Mercury in organic chemistry
  作者：R.C. Larock、J.C. Bernhardt、R.J. Driggs

  DOI：10.1016/s0022-328x(00)84862-7

  日期：1978.8

  Vinylmercurials react readily with allylic halides, lithium chloride and palladium chloride in tetrahydrofuran to give 1,4-dienes. Some reactions proceed well using only catalytic amounts of palladium chloride while others require stoichiometric amounts. The yields decrease with increasing substitution about the carboncarbon double bond of the allylic halide. The reactions appear to proceed through

  乙烯基汞在四氢呋喃中容易与烯丙基卤化物，氯化锂和氯化钯反应生成1,4-二烯。一些反应仅使用催化量的氯化钯即可顺利进行，而其他反应则需要化学计量的量。随着烯丙基卤化物的碳碳双键的取代增加，产率降低。反应似乎是通过将乙烯基钯物质加到烯丙基卤化物的碳-碳双键上，然后消除氯化钯而进行的。总的结果是小号Ñ的烯丙基卤化物的2'取代。
• Mercury in organic chemistry. 35. Synthesis of vinylic lactones from vinylmercurials and alkenoic acids via intramolecular π-allylpalladium displacement
  作者：Richard C. Larock、David J. Leuck、L.Wayne Harrison

  DOI：10.1016/s0040-4039(00)96674-7

  日期：1987.1

  Li2PdCl4 and 3-butenoic or 4-pentenoic acids, followed by refluxing with K2CO3, affords high yields of the corresponding γ-alkenyl-γ-butyro- or δ-alkenyl-δ-valerolactones by an intramolecular π-allylpalladium displacement process.

  乙烯基汞氯化物，Li 2 PdCl 4和3-丁烯酸或4-戊烯酸的反应，然后与K 2 CO 3回流，得到相应的γ-烯基-γ-丁丁-或δ-烯基-δ-的高产率。戊内酯通过分子内π-烯丙基钯置换工艺制备。
• Mercury in organic chemistry. 23. Synthesis of π-allyl- and alkylpalladium compounds via vinylpalladation of cyclic olefins
  作者：R.C. Larock、K. Takagi、S.S. Hershberger、M.A. Mitchell

  DOI：10.1016/s0040-4039(01)92467-0

  日期：——

  Vinylmercurials react with Li2PdCl4 and monocyclic olefins to produce π-allylpalladium compounds or 1,4-dienes if triethylamine is added. Bicyclic olefins afford stable alkylpalladium compounds useful in the synthesis of functionally substituted bicyclic alkanes.

  乙烯基汞与Li 2 PdCl 4和单环烯烃反应生成π-烯丙基钯化合物或1,4-二烯（如果添加了三乙胺）。双环烯烃提供了稳定的烷基钯化合物，可用于合成官能取代的双环烷烃。
• Synthesis and chemistry of alkylpalladium compounds prepared via vinylpalladation of bicyclic alkenes
  作者：Richard C. Larock、Susan S. Hershberger、Kentaro Takagi、Mark A. Mitchell

  DOI：10.1021/jo00363a009

  日期：1986.6