6,7,13,14,15,16,17,18-Octahydrodibenzo<1,4,8,11>dithiadiazacyclotetradecine | 156391-62-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6,7,13,14,15,16,17,18-Octahydrodibenzo<1,4,8,11>dithiadiazacyclotetradecine
• 英文别名: 6,7,13,14,15,16,17,18-octahydrodibenzo(e,m)-1,4,8,11,-dithiadiazacyclotetradecine；6,7,13,14,15,16,17,18-octahydrodibenzo[e,m][1,4,8,11]dithiadiazacyclotetradecine；5,6,13,14-bisbenzo-8,11-diaza-1,4-dithia-cyclotetradecane；8,11-diaza-5,13-dibenzo-1,4-dithia-cyclotetradecane；cis-H4N(en)S(en)；2,5-Dithia-13,16-diazatricyclo[16.4.0.06,11]docosa-1(22),6,8,10,18,20-hexaene
• CAS: 156391-62-7
• 化学式: C₁₈H₂₂N₂S₂
• 分子量: 330.518
• InChiKey: YGSPUYBNGGVSIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(II) bis(trifluoromethanesulfonate) 、 6,7,13,14,15,16,17,18-Octahydrodibenzo<1,4,8,11>dithiadiazacyclotetradecine 以 四氢呋喃 为溶剂， 以83%的产率得到(6,7,13,14,15,16,17,18-octahydrodibenzo(e,m)-1,4,8,11,-dithiadiazacyclotetradecine)ditriflatocopper(II)
  参考文献：
  名称：

  含 Azathia 大环化合物的新型 FeII 和 CuII 配合物 - 环己烷和 1-苯基乙醇轻度过氧化氧化的催化剂前体

  摘要：

  新的单核 FeII 和 CuII 复合物 [FeCl2(L1,3)] [L1 (1), L3 (4)], [Cu(OTf)2(L1,2)] [L1 (2), L2 (3)]和 [Cu(OTf)(L3)(H2O)](OTf) (5) 是通过在环境温度下用 14 元 N2S2 大环化合物在 THF 溶液中处理氯化铁 (II) 或三氟甲磺酸铜 (II) 生成的 6 ,7,13,14,15,16,17,18-八氢二苯并(e,m)-1,4,8,11-二硫代二氮杂环十四烷 (L1), 8,11-二甲基-5,6,7,8,9 ,10,16,17-octahydrodibenzo(e,m)-1,4-dithia-8,11-diazacyclotetradecane (L2), 和一个新的九元 NS2 大环带有 2-甲基吡啶悬垂臂 7-(2-methylpyridyl )aza-1,4-二硫杂环壬烷 (L3)。配合物

  DOI：

  10.1002/ejic.201100460
• 作为产物：
  描述：

  5,6,13,14-bisbenzo-8,11-diaza-1,4-dithia-cyclotetratadeca-7,11-diene 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 6,7,13,14,15,16,17,18-Octahydrodibenzo<1,4,8,11>dithiadiazacyclotetradecine
  参考文献：
  名称：

  The structural and electrochemical consequences of hydrogenating copper N2S2 Schiff base macrocycles

  摘要：

  A series of cis and trans tetradentate copper macrocyclic complexes, of ring size 14-16, that employ amine and thioether donor groups are reported. Apart from 5,6,15,16-bisbenzo-8,13-diaza-1,4-dithiacyclohexadecane copper(I) (cis-[Cu(H4NbuSen)](+)) all of the complexes are obtained in the copper(II) form. Crystallographic analysis shows that the copper(II) complexes all adopt a distorted planar geometry around the copper. In contrast, cis-[Cu(H4NbuSen)](+) is found to adopt a distorted tetrahedral geometry. The complexes were subjected to electrochemical analysis in water and acetonitrile. The effect of the solvent, positions of the donor atoms (cis/trans) on E-1/2 is discussed as is the comparison of the electrochemical behaviour of these complexes with their parent Schiff base macrocycles. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.01.012

文献信息

• Preparation and Characterization of Mononuclear Ni Complexes of Tetradentate Amine-thioether and Amine-thiolate Ligands
  作者：Thorsten Fritz、Gunther Steinfeld、Berthold Kersting

  DOI：10.1515/znb-2007-0404

  日期：2007.4.1

  A short route for the preparation of tetradentate amine-thioether and amine-thiolate ligands derived from thiosalen is reported. The ligating properties of several of the synthesized ligands towards Ni(II) has been examined. The diamine-dithiophenolate ligands (L6)2− [H2L6 = N,N′-dimethyl-N,N;-di(2- mercaptobenzyl)-ethane-1,2-diamine] and (L7)2− [H2L7 = N,N′-di(2-mercaptobenzyl)-piperazine] support

  报道了一种用于制备从硫柳氮衍生的四齿胺-硫醚和胺-硫醇盐配体的短途路线。已经检查了几种合成配体对 Ni(II) 的连接特性。二胺-二苯硫酚配体 (L6)2− [H2L6 = N,N'-二甲基-N,N;-di(2-mercaptobenzyl)-ethane-1,2-diamine] 和 (L7)2− [H2L7 = N ,N'-di(2-mercaptobenzyl)-piperazine]支持四配位 NiIIN2S2 配合物 [NiII(L6)] (10) 和 [NiII(L7)] (11) 的形成。相比之下，胺硫醚 2 [N',N"-bis(2-(tert-butylthio)benzyl)ethane-1,2-diamine], L2 [8,11- diaza-5,13-dibenzo-1 ,4-二硫杂环十四烷]及其 N-甲基化衍生物 L2,Me 被发现产生六配位 Ni(II) 配合物
• Bentfeld, Roland; Ehlers, Norbert; Mattes, Rainer, Chemische Berichte, 1995, vol. 128, # 12, p. 1199 - 1206
  作者：Bentfeld, Roland、Ehlers, Norbert、Mattes, Rainer

  DOI：——

  日期：——
• New Fe ^II and Cu ^II Complexes Bearing Azathia Macrocycles – Catalyst Precursors for Mild Peroxidative Oxidation of Cyclohexane and 1‐Phenylethanol
  作者：Ricardo R. Fernandes、Jamal Lasri、Alexander M. Kirillov、M. Fátima C. Guedes da Silva、José A. L. da Silva、João J. R. Fraústo da Silva、Armando J. L. Pombeiro

  DOI：10.1002/ejic.201100460

  日期：2011.9

  (L2), and a new nine-membered NS2 macrocycle bearing a pendant 2-methylpyridyl arm 7-(2-methylpyridyl)aza-1,4-dithiacyclononane (L3). Complexes 1–5 were characterized by IR spectroscopy, ESI-MS(+), elemental analysis and single-crystal X-ray diffraction (for 2, 4 and 5). The oxidation catalytic properties of 1–5 were evaluated in two model reactions: (i) the mild oxidation of cyclohexane to cyclohexanol

  新的单核 FeII 和 CuII 复合物 [FeCl2(L1,3)] [L1 (1), L3 (4)], [Cu(OTf)2(L1,2)] [L1 (2), L2 (3)]和 [Cu(OTf)(L3)(H2O)](OTf) (5) 是通过在环境温度下用 14 元 N2S2 大环化合物在 THF 溶液中处理氯化铁 (II) 或三氟甲磺酸铜 (II) 生成的 6 ,7,13,14,15,16,17,18-八氢二苯并(e,m)-1,4,8,11-二硫代二氮杂环十四烷 (L1), 8,11-二甲基-5,6,7,8,9 ,10,16,17-octahydrodibenzo(e,m)-1,4-dithia-8,11-diazacyclotetradecane (L2), 和一个新的九元 NS2 大环带有 2-甲基吡啶悬垂臂 7-(2-methylpyridyl )aza-1,4-二硫杂环壬烷 (L3)。配合物
• The structural and electrochemical consequences of hydrogenating copper N2S2 Schiff base macrocycles
  作者：Katherine D. Trotter、Michelle K. Taylor、John C. Forgie、John Reglinski、Leonard E.A. Berlouis、Alan R. Kennedy、Corinne M. Spickett、Rebecca J. Sowden

  DOI：10.1016/j.ica.2010.01.012

  日期：2010.4

  A series of cis and trans tetradentate copper macrocyclic complexes, of ring size 14-16, that employ amine and thioether donor groups are reported. Apart from 5,6,15,16-bisbenzo-8,13-diaza-1,4-dithiacyclohexadecane copper(I) (cis-[Cu(H4NbuSen)](+)) all of the complexes are obtained in the copper(II) form. Crystallographic analysis shows that the copper(II) complexes all adopt a distorted planar geometry around the copper. In contrast, cis-[Cu(H4NbuSen)](+) is found to adopt a distorted tetrahedral geometry. The complexes were subjected to electrochemical analysis in water and acetonitrile. The effect of the solvent, positions of the donor atoms (cis/trans) on E-1/2 is discussed as is the comparison of the electrochemical behaviour of these complexes with their parent Schiff base macrocycles. (C) 2010 Elsevier B.V. All rights reserved.