1,2-bis[4,5-di(methylsulfanyl)-1,3-dithiol-2-ylidene]-3-indanone | 245429-37-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1,2-bis[4,5-di(methylsulfanyl)-1,3-dithiol-2-ylidene]-3-indanone
• 英文别名: 2,3-Bis[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]inden-1-one
• CAS: 245429-37-2
• 化学式: C₁₉H₁₆OS₈
• 分子量: 516.863
• InChiKey: HMXMBLBFBNGSTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  220
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-dimethoxyphosphinyl-4,5-dimethyl-1,3-dithiole 、 1,2-bis[4,5-di(methylsulfanyl)-1,3-dithiol-2-ylidene]-3-indanone 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以85%的产率得到1,2,3-tris[4,5-di(methylsulfanyl)-1,3-dithiol-2-ylidene]indane
  参考文献：
  名称：

  1,3-Dithiol-2-ylidene derivatives of 1,3-indanedione

  摘要：

  The synthesis is described of a series of mono-, bis-, and tris(1,3-dithiol-2-ylidene) derivatives 7, 9 and 10 starting from 1,3-indanedione. Cyclic voltammetric data establish that the pi-electron donor ability of these molecules increases in the sequence 7 < 9 < 10, which is consistent with stabilisation of the cationic species by the presence of additional 1,3-dithiole units. The X-ray crystal structure of a complex (7a)(2). TCNQ is reported. Short intramolecular S ... O contacts are observed within moiety 7a. The mean planes of 7a and TCNQ are almost parallel forming planar layers within which ribbons of TCNQ molecules are intercalated by double ribbons of molecule 7a all stretched along the x direction. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00530-x
• 作为产物：
  描述：

  2,4,5-Tris-methylsulfanyl-[1,3]dithiol-1-ylium; iodide 在 正丁基锂 、 乙醇 、 sodium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 生成 1,2-bis[4,5-di(methylsulfanyl)-1,3-dithiol-2-ylidene]-3-indanone
  参考文献：
  名称：

  1,3-Dithiol-2-ylidene derivatives of 1,3-indanedione

  摘要：

  The synthesis is described of a series of mono-, bis-, and tris(1,3-dithiol-2-ylidene) derivatives 7, 9 and 10 starting from 1,3-indanedione. Cyclic voltammetric data establish that the pi-electron donor ability of these molecules increases in the sequence 7 < 9 < 10, which is consistent with stabilisation of the cationic species by the presence of additional 1,3-dithiole units. The X-ray crystal structure of a complex (7a)(2). TCNQ is reported. Short intramolecular S ... O contacts are observed within moiety 7a. The mean planes of 7a and TCNQ are almost parallel forming planar layers within which ribbons of TCNQ molecules are intercalated by double ribbons of molecule 7a all stretched along the x direction. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00530-x

文献信息

• 1,3-Dithiol-2-ylidene derivatives of 1,3-indanedione
  作者：Martin R. Bryce、Malcolm A. Coffin、Adrian J. Moore、Andrei S. Batsanov、Judith A.K. Howard

  DOI：10.1016/s0040-4020(99)00530-x

  日期：1999.8

  The synthesis is described of a series of mono-, bis-, and tris(1,3-dithiol-2-ylidene) derivatives 7, 9 and 10 starting from 1,3-indanedione. Cyclic voltammetric data establish that the pi-electron donor ability of these molecules increases in the sequence 7 < 9 < 10, which is consistent with stabilisation of the cationic species by the presence of additional 1,3-dithiole units. The X-ray crystal structure of a complex (7a)(2). TCNQ is reported. Short intramolecular S ... O contacts are observed within moiety 7a. The mean planes of 7a and TCNQ are almost parallel forming planar layers within which ribbons of TCNQ molecules are intercalated by double ribbons of molecule 7a all stretched along the x direction. (C) 1999 Elsevier Science Ltd. All rights reserved.