1,4-dithia-6-cyclooctyne | 153615-58-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,4-dithia-6-cyclooctyne
• 英文别名: 1,4-dithiacyclooct-6-yne；1,4-Dithia-6-cyclooctin；4,7-dithiacyclooctyne
• CAS: 153615-58-8
• 化学式: C₆H₈S₂
• 分子量: 144.262
• InChiKey: JEIFZWBTLUQTTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  二硫化碳 、 1,4-dithia-6-cyclooctyne 以26%的产率得到10-(3,6,9,11-Tetrathiabicyclo<6.3.0>undec-1(8)-en-10'-yliden)-3,6,9,11-tetrathiabicyclo<6.3.0>undec-1(8)-en
  参考文献：
  名称：

  Preparation of dithiacycloalkynes by cyclization reactions applying the cesium effect

  摘要：

  The strained dithiacycloalkynes 3a,b and the larger heterocyclic alkynes 3c and 4 are obtained by cesium assisted cyclization reactions of the dithiols 1a-c and 1,4-dibromo-2-butyne (2). The reactivity of 3a-c was studied in cycloaddition and complexation reactions generating the adducts 5a,b and 6 and the silver and cobalt complexes 7 and 8.

  DOI：

  10.1016/s0040-4039(00)73972-4
• 作为产物：
  描述：

  1,2-乙二硫醇 、 1,4-二溴-2-丁炔 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以7%的产率得到1,4,5,8-tetrathia-10-cyclododecyne
  参考文献：
  名称：

  Preparation of dithiacycloalkynes by cyclization reactions applying the cesium effect

  摘要：

  The strained dithiacycloalkynes 3a,b and the larger heterocyclic alkynes 3c and 4 are obtained by cesium assisted cyclization reactions of the dithiols 1a-c and 1,4-dibromo-2-butyne (2). The reactivity of 3a-c was studied in cycloaddition and complexation reactions generating the adducts 5a,b and 6 and the silver and cobalt complexes 7 and 8.

  DOI：

  10.1016/s0040-4039(00)73972-4

文献信息

• BOX Structures with Additional Coordination Sites: Potential Ligands for Bifunctional Catalysis
  作者：Stefan M. Seifermann、Thierry Muller、Stefan Bräse

  DOI：10.1002/ejoc.201300279

  日期：2013.6

  The synthesis of four new bis(oxazoline) (BOX) derivatives bearing two additional coordination sites at the 4,4′-positions is presented. As these BOX scaffolds contain an unsubstituted methylene bridge, they should be capable of forming neutral metal complexes. Thus, these molecules are very interesting ligands for bifunctional catalysis. In addition, one BOX scaffold bearing two azide moieties was

  介绍了在 4,4'-位置带有两个额外配位位点的四种新双（恶唑啉）（BOX）衍生物的合成。由于这些 BOX 支架含有未取代的亚甲基桥，它们应该能够形成中性金属配合物。因此，这些分子是非常有趣的双功能催化配体。此外，一个带有两个叠氮化物部分的 BOX 支架成功地用于无铜 1,3-偶极环加成反应。所得产物再次具有高配体潜力。
• Synthesis and alkyne coordination chemistry of thiacycloalkynes
  作者：Francesca M. Kerton、G.Farouq Mohmand、Adrian Tersteegen、Markus Thiel、Michael J. Went

  DOI：10.1016/s0022-328x(96)06183-9

  日期：1996.7

  respectively. The X-ray crystal structures of 1,4-dithiacyclooct-6-yne and 1,6-dithiacyclodec-8-yne have been determined. Selective coordination of the alkyne functionality is demonstrated by the reaction of 1,4,7-tetrathiacyclotetradec-12-yne with [Co2(CO) 8] to afford a monoalkyne hexacarbonyldicobalt complex and by the reaction of 1,4,7-trithiacycloundec-9-yne with [Mo(CO)2(S2CNMe2)2] to afford a bisalkyn

  1,4-二氯丁-2-炔与HS（CH 2）n SH（n = 2–5）或HS（CH 2 CH 2 S）n H（n = 2–3）或HSCH 2 CH（ OH）CH 2当1：1的产物为9元，10元或11元环时，在工业稀释的甲基化酒精中，使用KOH作为去质子化剂的SH可以显着高收率地产生噻吩炔。1,5-二硫代环酮-7-炔，1,5-二硫代环酮-7-炔-3-醇，1,6-二硫代环癸-8-炔，1,7-二硫代环十一-炔，1,4,7-分别以75％，81％，79％，85％，100％和95％的产率制备三硫代环十一醛-9-炔和1,7-二硫代-4-氧杂-环十一环-9-炔。已经确定了1，4-二硫代环辛-6-yne和1，6-二硫代环癸-8-yne的X射线晶体结构。1,4,7-四硫代环四癸-12-炔与[Co 2（CO）8]，得到单炔六羰基二钴配合物，并通过1,4,7-三硫代环十一碳烯9-炔与[Mo（CO）2（S 2 CNMe
• Preparation of dithiacycloalkynes by cyclization reactions applying the cesium effect
  作者：Herbert Meier、Yujia Dai

  DOI：10.1016/s0040-4039(00)73972-4

  日期：1993.8

  The strained dithiacycloalkynes 3a,b and the larger heterocyclic alkynes 3c and 4 are obtained by cesium assisted cyclization reactions of the dithiols 1a-c and 1,4-dibromo-2-butyne (2). The reactivity of 3a-c was studied in cycloaddition and complexation reactions generating the adducts 5a,b and 6 and the silver and cobalt complexes 7 and 8.
• Meier, Herbert; Dai, Yujia; Schuhmacher, Hans, Chemische Berichte, 1994, vol. 127, # 10, p. 2035 - 2042
  作者：Meier, Herbert、Dai, Yujia、Schuhmacher, Hans、Kolshorn, Heinz

  DOI：——

  日期：——