2-(hex-1-yn-1-yl)-2-phenyl-1,3-dithiolane | 282096-36-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 2-(hex-1-yn-1-yl)-2-phenyl-1,3-dithiolane
• 英文别名: 2-(hex-1-yn-1-yl)-2-phenyldithiolane；2-Hex-1-ynyl-2-phenyl-1,3-dithiolane
• CAS: 282096-36-0
• 化学式: C₁₅H₁₈S₂
• 分子量: 262.44
• InChiKey: JEEXVPVVKJBBQB-UHFFFAOYSA-N

物化性质

• 沸点：
  393.8±42.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(hex-1-yn-1-yl)-2-phenyl-1,3-dithiolane 在 gold(I) chloride 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以85%的产率得到9-butyl-2,3-dihydro-1,4-dithiofluorene
  参考文献：
  名称：

  Au-Catalyzed Reaction of Propargylic Sulfides and Dithioacetals

  摘要：

  Propargylic sulfides and dithioacetals are found to undergo similar transformations as propargylic carboxylates when catalyzed by AuCl or AuCl3, affording indene derivatives through pentannulation of aromatic rings. The reaction presumably involves Au carbene as the reactive intermediate.

  DOI：

  10.1021/jo0618674
• 作为产物：
  描述：

  1-苯基-庚-2-炔-1-酮 、 1,2-乙二硫醇 在 三氟化硼乙醚 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以36%的产率得到2-(hex-1-yn-1-yl)-2-phenyl-1,3-dithiolane
  参考文献：
  名称：

  Au-Catalyzed Reaction of Propargylic Sulfides and Dithioacetals

  摘要：

  Propargylic sulfides and dithioacetals are found to undergo similar transformations as propargylic carboxylates when catalyzed by AuCl or AuCl3, affording indene derivatives through pentannulation of aromatic rings. The reaction presumably involves Au carbene as the reactive intermediate.

  DOI：

  10.1021/jo0618674

文献信息

• Bidirectional iterative synthesis of alternating benzene–furan oligomers towards molecular wires
  作者：Chin-Fa Lee、Ching-Yuan Liu、Hua-Can Song、Shr-Jie Luo、Jui-Chang Tseng、Hsi-Hua Tso、Tien-Yau Luh

  DOI：10.1039/b207881c

  日期：——

  Reaction of propargylic dithioacetal 2a with BuLi gives the sulfur-substituted allenyllithium 3a which is allowed to react with a dialdehyde to yield the corresponding alternating benzene–furan oligoaryls 6. Functional group transformation converts the ester groups in 6 to dialdehyde 8 which can be used for the synthesis of higher homologues towards molecular wires. A combination of this furan annulation, Heck reaction and Sonogashira coupling leads to a variety of benzene–furan–alkene/alkyne conjugated oligomers of precise length.

  丙炔基二硫代乙酸酯 2a 与 BuLi 的反应生成了硫替代的丙炔基锂化合物 3a，随后与二醛反应生成相应的交替苯–呋喃低聚芳烃 6。功能基团转化将 6 中的酯基团转化为二醛 8，后者可用于合成更高 homologues 以形成分子线。结合这种呋喃环化、Heck 反应和 Sonogashira 烃偶联，能得到多种精确长度的苯–呋喃–烯/炔 conjugated 低聚物。
• Furan-containing hole transporting materials
  申请人：——

  公开号：US20040131883A1

  公开（公告）日：2004-07-08

  A furan-containing compound of formula (I): 1 Ar is aryl, heteroaryl, or oligoaryl; A is furyl; B is aryl or heteroaryl; R 1 is hydrogen, alkenyl, alkynyl, aryl, heteroaryl, cyclyl, heterocyclyl, or oligoaryl; and R 2 is hydrogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, cyclyl, or heterocyclyl. The compound is useful as a hole transporting material in an organic light emitting diode device.

  公式（I）中含有呋喃基团的化合物：1Ar是芳基，杂环芳基或寡芳基；A是呋喃基；B是芳基或杂环芳基；R1是氢，烯基，炔基，芳基，杂环芳基，环烷基，杂环烷基或寡芳基；R2是氢，烷基，烯基，炔基，芳基，杂环芳基，环烷基或杂环烷基。该化合物可用作有机发光二极管器件中的空穴传输材料。
• Non-amine-based furan-containing oligoaryls as efficient hole transporting materialsElectronic supplementary information (ESI) available: experimental details. See http://www.rsc.org/suppdata/cc/b2/b207489c/
  作者：Ling-Zhi Zhang、Chieh-Wei Chen、Chin-Fa Lee、Chung-Chih Wu、Tien-Yau Luh

  DOI：10.1039/b207489c

  日期：2002.10.11

  A new class of highly stable furan-based hole transporting oligomeric materials, synthesized from the corresponding propargylic dithioacetals, serve as efficient hole transporting materials in electroluminescent devices. The performance of the devices using these furan materials is comparable with or somewhat better than those employing the conventional triarylamines (e.g. α-NPD).

  一类高度稳定的呋喃基空穴传输低聚物材料，由相应的丙炔基二硫代缩醛合成，在电致发光器件中用作高效的空穴传输材料。使用这些呋喃材料的器件性能与使用传统三芳基胺（如α-NPD）的器件相当，甚至更好。
• One-Pot Synthesis of Substituted Furans and Pyrroles from Propargylic Dithioacetals. New Annulation Route to Highly Photoluminescent Oligoaryls
  作者：Chin-Fa Lee、Lian-Ming Yang、Tsyr-Yuan Hwu、An-Shuan Feng、Jui-Chang Tseng、Tien-Yau Luh

  DOI：10.1021/ja0004736

  日期：2000.5.1
• US7128983B2
  申请人：——

  公开号：US7128983B2

  公开（公告）日：2006-10-31