7,8,17,18-tetrahydro-6H,16H-dibenzo{g,o}{1,9,5,13}dithiadiazacyclohexadecine | 1190197-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 7,8,17,18-tetrahydro-6H,16H-dibenzo{g,o}{1,9,5,13}dithiadiazacyclohexadecine
• 英文别名: 7,8,15,16-dibenzo-5,13-diaza-1,9-dithia-cyclotetradeca-5,13-diene；7,8,15,16-bisbenzo-5,13-diaza-1,9-dithia-cyclohexadecane；trans-(N-pr-S)2；trans-H4(N-pr-S)2；2,14-Dithia-6,18-diazatricyclo[18.4.0.08,13]tetracosa-1(24),6,8,10,12,18,20,22-octaene
• CAS: 1190197-33-1
• 化学式: C₂₀H₂₂N₂S₂
• 分子量: 354.54
• InChiKey: JXWGEBBKKUKJNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7,8,17,18-tetrahydro-6H,16H-dibenzo{g,o}{1,9,5,13}dithiadiazacyclohexadecine 在 PPh₃ 作用下， 以 二氯甲烷 为溶剂， 生成 [7,8,16,17,18-pentahydro-1H,6H-dibenzo[g,o][1,9,5,13]dithiadiazacyclohexadecine-S5,S15,N9,N19](triphenylphosphine)copper(I) trifluoromethanesulfonate
  参考文献：
  名称：

  Martin, John W. L.; Organ, Gregory J.; Wainwright, Kevin P., Inorganic Chemistry, 1987, vol. 26, # 18, p. 2963 - 2968

  摘要：

  DOI：
• 作为产物：
  描述：

  [2-(3-Aminopropylsulfanyl)phenyl]methanol 在 barium manganate 、 氨 、 nickel dichloride 作用下， 生成 7,8,17,18-tetrahydro-6H,16H-dibenzo{g,o}{1,9,5,13}dithiadiazacyclohexadecine
  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

• Structure and dynamic behaviour of palladium(II) complexes formed from trans-N2S2 macrocyclic ligands and the crystal structure of [PdL1][PF6]2(L1= 7,8,17,18-tetrahydro-6H, 16H-dibenzo[g,o][1,9,5,13]dithiadiazacyclohexadecine)
  作者：Julianna M. Csavas、Max R. Taylor、Kevin P. Wainwright

  DOI：10.1039/dt9880002573

  日期：——

  18-tetrahydro-6H, 16H-dibenzo[g,o][1,9,5,13]dithiadiazacyclohexadecine, L1, gives a complex with palladium(II) which exists in solution as an equilibrium mixture of two diastereomers, observable at low temperature by 13C n.m.r. The two diastereomers are meso and racemic forms of the complex related by inversion at one of the two sulphur stereocentres. They interconvert on the n.m.r. time-scale at elevated

  十六元反式-N 2 S 2大环7,8,17,18-四氢-6 H，16 H-二苯并[ g，o ] [1,9,5,13]二噻二氮杂环十六烷L 1给出络合物与钯（II）以两种非对映异构体的平衡混合物形式存在于溶液中，在低温下可通过13 C nmr观察到。这两种非对映异构体是内消旋体和外消旋体形式的络合物，通过在两个硫立体中心之一进行反演来实现。它们在高温下的nmr时间尺度上相互转换，ΔG ‡ = 63.3 kJ mol –1在288 K时测量。两组共振的相对强度的测量得出K = 0.36（外消旋→内消旋），在230-280 K的范围内温度基本不变。从乙腈-甲醇（4：1）混合物中结晶，作为PF 6 -的盐，产生已由示出了单个化合物X射线晶体学是内消旋非对映体，其中，所述的Pd原子在位于反演中心和扭曲正方形平面的几何形状，用Pd-S 2.307（1 ）Å，Pd–N 2.047（4）Å，S–Pd–N（苯系螯合物环）84
• Structural studies of trans-N2S2 copper macrocycles
  作者：Katherine D. Trotter、John Reglinski、Keith Robertson、John C. Forgie、John A. Parkinson、Alan R. Kennedy、David R. Armstrong、Rebecca J. Sowden、Corinne M. Spickett

  DOI：10.1016/j.ica.2009.05.060

  日期：2009.8

  The X-ray crystal structures of two related trans-N2S2 copper macrocycles are reported. One was isolated with the copper in the divalent form and the other with copper in its univalent form affording a valuable insight into the changes of geometry and metrical parameters that occur during redox processes in macrocyclic copper complexes. A variable temperature NMR study of the copper(I) complex is reported, indicative of a chair-boat conformational change within the alkyl chain backbone of the macrocycle. It was possible to extract the relevant kinetic and thermodynamic parameters (Delta G(double dagger), 57.8 kJ mol (1); Delta H-double dagger, 52.1 kJ mol(-1); Delta S-double dagger, -19.2 J K (1) mol (1)) for this process at 298 K. DFT molecular orbital calculations were used to confirm these observations and to calculate the energy difference (26.2 kJmol (1)) between the copper( I) macrocycle in a planar and a distorted tetrahedral disposition. (C) 2009 Elsevier B. V. All rights reserved.