2-[5-(4,5-Dimethyl-[1,3]diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-yl]-[1,3]dioxolane | 190728-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 2-[5-(4,5-Dimethyl-[1,3]diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-yl]-[1,3]dioxolane
• 英文别名: 2-[5-(4,5-Dimethyl-1,3-diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-yl]-1,3-dioxolane
• CAS: 190728-89-3
• 化学式: C₁₂H₁₂O₂S₄Se₂
• 分子量: 474.41
• InChiKey: RYKBBBZNKNBQPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7,7,8,8-四氰基对苯二醌二甲烷 、 2-[5-(4,5-Dimethyl-[1,3]diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-yl]-[1,3]dioxolane 以 1,1,2-三氯乙烷 为溶剂， 生成 2-[5-(4,5-Dimethyl-[1,3]diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-yl]-[1,3]dioxolane; compound with 2-(4-dicyanomethylene-cyclohexa-2,5-dienylidene)-malononitrile
  参考文献：
  名称：

  重排合成新电子给体的方法：具有1,3-二氧戊环的TTF和DSDTF衍生物

  摘要：

  具有1,3-二氧戊环（2-5）的TTF（四硫富瓦烯）和DSDTF（二烯二硫富瓦烯）衍生物的合成是通过MeAl 3促进有机锡硫醇盐（7）与酯（8a-c和9）。2的TCNQ配合物的电阻率表现出金属温度对压缩颗粒的依赖性。

  DOI：

  10.1016/s0040-4039(97)00640-0
• 作为产物：
  描述：

  (4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione 在 甲基溴化镁 、 二丁基二氯化锡 、 mercury(II) diacetate 、 三甲基铝 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 1.0h， 生成 2-[5-(4,5-Dimethyl-[1,3]diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-yl]-[1,3]dioxolane
  参考文献：
  名称：

  New Tetrathiafulvalene Donors with Extended Peripheral Substituents by Addition of Heterocycles:  Synthesis, Properties, and Molecular Structures

  摘要：

  Syntheses of the bis(heterocycle)-fused bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) derivatives 7 and 8, the heterocycle-fused BEDT-TTF, methylenedithio(ethylenedithio)tetrathiafulvalene (MET), and ethylenedithiotetrathiafulvalene derivatives 9-11, and the 1,3-dioxolane derivative of MET 12a and its analogues 12b-d are described. The heterocycle-fused ketones 17 and 19 with cis ring fusions could be prepared by the BF3-promoted reaction of tin dithiolate 13 with dihaloheterocycles 15 and 16 in good yields, respectively, and served as key intermediates for the (RO)(3)P- and/or Me3Al-promoted coupling syntheses of these new tetrathiafulvalene donors 7-12. Further, the electrochemical properties of new donors 8-12 by the use of cyclic voltammetry and the molecular structures of 9a, 10a, ii, and 12a by X-ray crystallographic analyses are also reported.

  DOI：

  10.1021/jo972337y

文献信息

• New Tetrathiafulvalene Donors with Extended Peripheral Substituents by Addition of Heterocycles:  Synthesis, Properties, and Molecular Structures
  作者：Jun-ichi Yamada、Satoru Tanaka、Junko Segawa、Miho Hamasaki、Kenji Hagiya、Hiroyuki Anzai、Hiroyuki Nishikawa、Isao Ikemoto、Koichi Kikuchi

  DOI：10.1021/jo972337y

  日期：1998.6.1

  Syntheses of the bis(heterocycle)-fused bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) derivatives 7 and 8, the heterocycle-fused BEDT-TTF, methylenedithio(ethylenedithio)tetrathiafulvalene (MET), and ethylenedithiotetrathiafulvalene derivatives 9-11, and the 1,3-dioxolane derivative of MET 12a and its analogues 12b-d are described. The heterocycle-fused ketones 17 and 19 with cis ring fusions could be prepared by the BF3-promoted reaction of tin dithiolate 13 with dihaloheterocycles 15 and 16 in good yields, respectively, and served as key intermediates for the (RO)(3)P- and/or Me3Al-promoted coupling syntheses of these new tetrathiafulvalene donors 7-12. Further, the electrochemical properties of new donors 8-12 by the use of cyclic voltammetry and the molecular structures of 9a, 10a, ii, and 12a by X-ray crystallographic analyses are also reported.
• A rearrangement approach to the synthesis of new electron donors: TTF and DSDTF derivatives with a 1,3-dioxolane ring
  作者：Jun-ichi Yamada、Miho Hamasaki、Oh Jinih、Satoru Tanaka、Kenji Hagiya、Hiroyuki Anzai

  DOI：10.1016/s0040-4039(97)00640-0

  日期：1997.5

  The synthesis of TTF (tetrathiafulvalene) and DSDTF (diselenadithiafulvalene) derivatives with a 1,3-dioxolane ring (2–5) has been accomplished via the MeAl3-promoted reaction of the organotin thiolate (7) with esters (8a-c and 9). The electrical resistivity of the TCNQ complex of 2 exhibited metallic temperature dependance on a compressed pellet.

  具有1,3-二氧戊环（2-5）的TTF（四硫富瓦烯）和DSDTF（二烯二硫富瓦烯）衍生物的合成是通过MeAl 3促进有机锡硫醇盐（7）与酯（8a-c和9）。2的TCNQ配合物的电阻率表现出金属温度对压缩颗粒的依赖性。