(4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione | 154823-47-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione
• 英文别名: (1R,9S)-10,13-dioxa-2,4,6,8-tetrathiatricyclo[7.4.0.03,7]tridec-3(7)-ene-5-thione
• CAS: 154823-47-9
• 化学式: C₇H₆O₂S₅
• 分子量: 282.453
• InChiKey: YEDITVVNHNZRSN-ZXZARUISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione 在 mercury(II) diacetate 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 以76%的产率得到(4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalen-2-one
  参考文献：
  名称：

  BF 3促进有机锡硫醇盐反应构建杂环缩合的BETT -TTF衍生物的新方法

  摘要：

  通过杂环BF 3促进有机锡硫醇盐（8和9）与亲电试剂（10和11）的反应，完成了与杂环（3-7）稠合的BEDT-TTF衍生物的合成。还研究了衍生自其中一些的自由基阳离子盐的电导率。

  DOI：

  10.1016/0040-4039(95)02060-8
• 作为产物：
  描述：

  2,3-二氯对二噁烷 、 (n-Bu)2Sn(dmit) 在 三氟化硼乙醚 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以63%的产率得到(4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione
  参考文献：
  名称：

  BF 3促进有机锡硫醇盐反应构建杂环缩合的BETT -TTF衍生物的新方法

  摘要：

  通过杂环BF 3促进有机锡硫醇盐（8和9）与亲电试剂（10和11）的反应，完成了与杂环（3-7）稠合的BEDT-TTF衍生物的合成。还研究了衍生自其中一些的自由基阳离子盐的电导率。

  DOI：

  10.1016/0040-4039(95)02060-8

文献信息

• Development of Organic Metals Based on the Extended TTF Donors by the [sgrave]-Bond Framework
  作者：Jun-Ichi Yamada、Hiroki Akutsu、Shin'Ichi Nakatsuji、Hiroyuki Nishikawa、Isao Ikemoto、Koichi Kikuchi

  DOI：10.1080/10587250108023705

  日期：2001.2.1

  Investigations of the tetrathiafulvalene (TTF) derivatives extended by the sigma -bond frameworks, such as saturated heterocycles (3-8) and alkyl groups (9), have been undertaken to explore new molecular-based organic metals. TTF donors with the periphery extended by the cis-fused dioxane ring (3) and by linkage of a dichalocogenolane or dioxane ring (4-6 or 7) produce metallic radical-cation salts. While radical-cation salts of the methylated TTF donor (9a) are semiconductive, the ClO4 and PF6 salts of the ethylated one (9b) exhibit metallic conducting behavior for compressed pellets. The crystal structure of the metallic (4)(2)AsF6 salt is also presented.
• 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 New Approach to the Construction of BEDT-TTF Derivatives Condensed with Heterocycles via BF3-promoted Reactions of Organotin Thiolates
  作者：Jun-ichi Yamada、Yasushi Nishimoto、Satoru Tanaka、Rie Nakanishi、Kenji Hagiya、Hiroyuki Anzai

  DOI：10.1016/0040-4039(95)02060-8

  日期：1995.12

  The synthesis of BEDT-TTF derivatives fused with heterocycles (3–7) has been accomplished via the BF3-promoted reaction of organotin thiolates (8 and 9) with electrophiles (10 and 11). Electrical conductivities of radical cation salts derived from some of them were also investigated.

  通过杂环BF 3促进有机锡硫醇盐（8和9）与亲电试剂（10和11）的反应，完成了与杂环（3-7）稠合的BEDT-TTF衍生物的合成。还研究了衍生自其中一些的自由基阳离子盐的电导率。