2,5-dilithio-3,4-dimethylhexa-2,4-diene | 202059-54-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 2,5-dilithio-3,4-dimethylhexa-2,4-diene
• CAS: 202059-54-9
• 化学式: C₈H₁₂Li₂
• 分子量: 122.065
• InChiKey: PVRGEDRUJUQFBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-dilithio-3,4-dimethylhexa-2,4-diene 在 18-冠醚-6 、 benzyl potassium 作用下， 以 乙醚 为溶剂， 生成 2,3,4,5,2',3',4',5',2'',3'',4'',5'',2''',3''',4''',5'''-Hexadecamethyl-1,1'''-bis-trimethylsilanyl-1H,1'''H-[1,1';1',1'';1'',1''']quatersilole
  参考文献：
  名称：

  Synthesis and Structure of a Series of Oligo[1,1-(2,3,4,5-tetramethylsilole)]s

  摘要：

  合成并表征了一系列寡（1,1-硅ole）--Me3Si[SiC4Me4]n SiMe3（3：n=3、4：n=4、5：n=5）。对 tersilole 3 的 X 射线衍射分析表明，五硅烷骨架几乎具有全反式构象。寡（1,1-硅ole）因 σ-σ*、σ-π* 和 π-π* 转变而显示出明显的紫外吸收。

  DOI：

  10.1246/cl.1998.99
• 作为产物：
  描述：

  (1Z,3Z)-1,4-diiodo-1,2,3,4-tetramethylbuta-1,3-diene 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 2,5-dilithio-3,4-dimethylhexa-2,4-diene
  参考文献：
  名称：

  Synthesis, solid-state structure, and reduction of 1,1-dichloro-2,3,4,5-tetramethylsilole

  摘要：

  The previously unknown 1,1-dichloro-2,3,4,5-tetramethyl-1-silacyclopenta-2,4-diene (3) was prepared in a three-step synthesis starting from zirconocene dichloride, 2-butyne, and n-butyllithium via bis(cyclopentadienyl)-2,3,4,5-tetramethyl-1-zirconacyclopenta-2,4-diene (1) and 1,4-diiodo-1,2,3,4-tetramethylbuta-1,3-diene (2).3 was characterized by NMR spectroscopy and single-crystal X-ray diffraction. Reaction of the new silole 3 with 4 equivalents of lithium in THF gives the corresponding dianion 4. H-1-, C-13-, and Si-29-NMR chemical shifts of 4 compared with 3 indicate some aromatic character for the ionic species. Trapping of 4 with Me(3)SiCl gives 1,1-bis(trimethylsilyl)-2,3,4,5-tetramethylsilole (5) in quantitative yield.

  DOI：

  10.1016/0022-328x(95)00333-l

文献信息

• Formation of 2,6-dioxabicyclo[3.3.0]-octa-3,7-dienes or multiply substituted o-benzoquinones from reactions of 1,4-dilithio-1,3-dienes with dimethyl oxalate
  作者：Guoliang Mao、Jiang Lu、Zhenfeng Xi

  DOI：10.1016/j.tetlet.2004.08.181

  日期：2004.10

  Reactions of 1,4-dilithio-1,3-dienes with dimethyl oxalates afforded multiply substituted o-benzoquinones or stereodefined 2,6-dioxabicyclo[3.3.0]-octa-3,7-dienes in good yields.

  1，4-二硫代-1，3-二烯与草酸二甲酯的反应以良好的产率提供了多取代的邻苯并醌或立体定义的2，6-二恶双环[3.3.0]-八-3，7-二烯。
• Stereoselective Synthesis of Polysubstituted 2,5-Dihydrofurans from Reaction of 1,4-Dilithio-1,3-dienes with Aldehydes
  作者：Jinglong Chen、Qiuling Song、Pixu Li、Hairong Guan、Xianglin Jin、Zhenfeng Xi

  DOI：10.1021/ol0261478

  日期：2002.6.1

  Reaction of 1,4-dilithio-1,3-diene derivatives with 2 equiv of aldehydes affords polysubstituted 2,5-dihydrofurans in good to high yields with perfect regio- and stereoselectivities. Hexa-2,4-diene-1,6-dialcoholates are proposed as the first intermediates, which undergo a cyclization and subsequent elimination of Li2O to generate the 2,5-dihydrofuran derivatives.
• Synthesis and Structure of a Series of Oligo[1,1-(2,3,4,5-tetramethylsilole)]s
  作者：Ken-ichiro Kanno、Masaaki Ichinohe、Chizuko Kabuto、Mitsuo Kira

  DOI：10.1246/cl.1998.99

  日期：1998.1

  A series of oligo(1,1-silole)s, Me3Si[SiC4Me4]n SiMe3 (3: n=3, 4:n=4, 5:n=5) were synthesized and characterized. X-ray diffraction analysis of tersilole 3 revealed that the pentasilane backbone has almost all-trans conformation. The oligo(1,1-silole)s show distinct UV absorptions due to σ-σ*, σ-π*, and π-π* transitions.

  合成并表征了一系列寡（1,1-硅ole）--Me3Si[SiC4Me4]n SiMe3（3：n=3、4：n=4、5：n=5）。对 tersilole 3 的 X 射线衍射分析表明，五硅烷骨架几乎具有全反式构象。寡（1,1-硅ole）因 σ-σ*、σ-π* 和 π-π* 转变而显示出明显的紫外吸收。
• Synthesis, solid-state structure, and reduction of 1,1-dichloro-2,3,4,5-tetramethylsilole
  作者：Uwe Bankwitz、Honglae Sohn、Douglas R. Powell、Robert West

  DOI：10.1016/0022-328x(95)00333-l

  日期：1995.9

  The previously unknown 1,1-dichloro-2,3,4,5-tetramethyl-1-silacyclopenta-2,4-diene (3) was prepared in a three-step synthesis starting from zirconocene dichloride, 2-butyne, and n-butyllithium via bis(cyclopentadienyl)-2,3,4,5-tetramethyl-1-zirconacyclopenta-2,4-diene (1) and 1,4-diiodo-1,2,3,4-tetramethylbuta-1,3-diene (2).3 was characterized by NMR spectroscopy and single-crystal X-ray diffraction. Reaction of the new silole 3 with 4 equivalents of lithium in THF gives the corresponding dianion 4. H-1-, C-13-, and Si-29-NMR chemical shifts of 4 compared with 3 indicate some aromatic character for the ionic species. Trapping of 4 with Me(3)SiCl gives 1,1-bis(trimethylsilyl)-2,3,4,5-tetramethylsilole (5) in quantitative yield.