1,4,7-trithiacycloundec-9-yne | 158548-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,4,7-trithiacycloundec-9-yne
• CAS: 158548-70-0
• 化学式: C₈H₁₂S₃
• 分子量: 204.381
• InChiKey: ZLWZHBFKOMIQOA-UHFFFAOYSA-N

物化性质

• 沸点：
  362.0±37.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4,7-trithiacycloundec-9-yne 在 potassium tert-butylate 作用下， 以12%的产率得到2-vinyl-1,4,7-trithiacyclonon-2-ene
  参考文献：
  名称：

  硫代环炔烃的合成及炔烃配位化学

  摘要：

  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

  DOI：

  10.1016/s0022-328x(96)06183-9
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 十二/十四烷基二甲基氧化胺 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以65%的产率得到1,4,7-trithiacycloundec-9-yne
  参考文献：
  名称：

  Preparation of cyclic and acyclic thioethers via hexacarbonyldicobalt alkyne complexes

  摘要：

  Demetallation of [Co2{mu-C2(CH2SCH2CH2)2S}(CO)6] with trimethylamine N-oxide affords 1,4,7-trithiacycloundec-9-yne, while similar treatment of [Co2(CO)6{mu-(CCH2SCH2CH2SCH2CH2SCH2C)2}Co2(Co)6] affords 1,4,7,12,15,18-hexathiacyclodocos-9,2-diyne. 20-diyne. A single crystal X-ray diffraction study and H-1 NMR spectroscopy have confirmed that 1,4,7-trithiacycloundec-9-yne adopts an exodentate conformation in the solid and solution states. Trimethylamine N-oxide promoted Pauson-Khand reactions of [Co2(mu-R1C = CCH2SR2)(CO)6] (R1 = H, R2 = Et; R1 = Me, R2 = Et) or [Co2(mu-RSCH2=CCH2SR)(CO)6] (R = Et; R-R = CH2CH2, CH2CH2CH2 or CH2CH2SCH2CH2) with norbornene or of [Co2(mu-R1C=CCH2SR2)(CO)6] (R1 = H, R2 = Et; R1 = Me, R2 = Et) with norbornadiene afford a range of cyclopentenone products, which have been characterised by NMR, IR and mass spectroscopy.

  DOI：

  10.1016/0022-328x(94)88130-8

文献信息

• Coordination of d10-metal cations by thiacycloalkynes
  作者：Francesca M. Kerton、G. Farouq Mohmand、Julian D. Webb、Michael J. Went

  DOI：10.1016/s0277-5387(96)00435-4

  日期：1997.1

  is suggested in the solid state. Reaction of AgSbF6 with L1 and PPh3 or PMe2Ph afforded complexes in which the silver is coordinated by a phosphine and an endodentate η3-L1. Similar studies with CuI and HgII showed a reduced tendency for thioether coordination reflected in a reduced denticity of L1. Studies with a range of dithiacycloalkynes and a tetrathiacyclodiyne show that Ag+ and Cu+ can be successfully

  通过噻环炔与Ag I，Cu I和Hg II阳离子和阳离子MPR 3（M = Ag，Cu，Hg）片段的反应，制备了一系列配合物。1 H NMR研究表明，1,4,7-trithiacycloundec-9-yne（L 1）与Ag I的配位导致配体构象从游离配体的齿状变为内配齿，这意味着配位体参与了硫醚的参与协调功能。炔键的配位参与度尚不十分确定，建议采用固态聚合结构。AgSbF 6与L 1和PPh 3的反应或PME 2博士提供，其中所述银由膦配位和endodentate络合物η 3 -L 1。对Cu I和Hg II的类似研究表明，降低的L 1的密度反映了硫醚配位的趋势降低。对一系列二硫代环炔烃和四硫代环二炔的研究表明，Ag +和Cu +可以通过含有两个硫醚供体和一个炔烃的配体成功配位。
• 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 cyclic and acyclic thioethers via hexacarbonyldicobalt alkyne complexes
  作者：G.Farouq Mohmand、Kai Thiele、Michael J. Went

  DOI：10.1016/0022-328x(94)88130-8

  日期：1994.5

  Demetallation of [Co2mu-C2(CH2SCH2CH2)2S}(CO)6] with trimethylamine N-oxide affords 1,4,7-trithiacycloundec-9-yne, while similar treatment of [Co2(CO)6mu-(CCH2SCH2CH2SCH2CH2SCH2C)2}Co2(Co)6] affords 1,4,7,12,15,18-hexathiacyclodocos-9,2-diyne. 20-diyne. A single crystal X-ray diffraction study and H-1 NMR spectroscopy have confirmed that 1,4,7-trithiacycloundec-9-yne adopts an exodentate conformation in the solid and solution states. Trimethylamine N-oxide promoted Pauson-Khand reactions of [Co2(mu-R1C = CCH2SR2)(CO)6] (R1 = H, R2 = Et; R1 = Me, R2 = Et) or [Co2(mu-RSCH2=CCH2SR)(CO)6] (R = Et; R-R = CH2CH2, CH2CH2CH2 or CH2CH2SCH2CH2) with norbornene or of [Co2(mu-R1C=CCH2SR2)(CO)6] (R1 = H, R2 = Et; R1 = Me, R2 = Et) with norbornadiene afford a range of cyclopentenone products, which have been characterised by NMR, IR and mass spectroscopy.