6,7,8,9,10,11,12,13,19,20-decahydro-5H-dibenzo<1,4,8,11,14>-dithiatriazacycloheptadecine | 85735-86-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6,7,8,9,10,11,12,13,19,20-decahydro-5H-dibenzo<1,4,8,11,14>-dithiatriazacycloheptadecine
• 英文别名: 1,12,15-triaza-3,4:9,10-dibenzo-5,8-dithiacycloheptadecane；6,7,8,9,10,11,12,13,19,20-decahydro-5H-dibenzo[e,p][1,4,8,11,14]-dithiatriazacycloheptadecine；2,5-Dithia-13,16,19-triazatricyclo[19.4.0.06,11]pentacosa-1(25),6,8,10,21,23-hexaene
• CAS: 85735-86-0
• 化学式: C₂₀H₂₇N₃S₂
• 分子量: 373.586
• InChiKey: MFPKZKYFXBWCPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  86.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  silver perchlorate 、 6,7,8,9,10,11,12,13,19,20-decahydro-5H-dibenzo<1,4,8,11,14>-dithiatriazacycloheptadecine 以 乙醇 为溶剂， 以69%的产率得到
  参考文献：
  名称：

  X-ray crystal structures of the copper(II), nickel(II) and silver(I) complexes of a 17-membered dibenzo macrocycle with a N3S2 donor set

  摘要：

  The copper(II), nickel(II) and silver(I) complexes of the pentadentate 17-membered macrocycle 1,12,15-triaza-3,4:9,10-dibenzo-5,8-dithiacycloheptadecane (L1) have been prepared as perchlorates and characterized by X-ray crystallography. The N3S2 ligand uses all donor atoms for complexation. The copper coordination is square pyramidal with one sulfur atom in the axial site. Ni(II) displays an octahedral coordination by an interaction with a water molecule. The Ag(I) coordination is best described as a distorted pentagonal bipyramid. In [CuL1]2+ the 1,4,7-triazaheptane fragment of L1 is meridionally coordinated, but facially in [NiL1(H2O)]2+ and intermediate in [AgL1](ClO4). Crystal data for [CuL1](ClO4)2: monoclinic, space group P2(1)/n, a = 13.153(8), b = 11.951(5), c = 17.880(8) angstrom, beta = 110.29(4)-degrees, Z = 4, R = 0.086 for 2732 independent reflections with I greater-than-or-equal-to 2-sigma(I); [NiL1(H2O)](ClO4)2: monoclinic, P2(1)/a, a = 10.771(2), b = 16.157(2), c = 15.286(2) angstrom, beta = 93.08(1)-degrees, Z = 4, R = 0.085 for 1464 independent reflections with I greater-than-or-equal-to 2-sigma(I); [AgL1](ClO4): monoclinic, P2(1)/n, a = 12.708(9), b = 9.483(7), c = 19.569(13) angstrom, beta = 103.95(6)-degrees, Z = 4, R = 0.039 for 3600 independent reflections with I greater-than-or-equal-to 2-sigma(I).

  DOI：

  10.1016/s0020-1693(00)84942-7
• 作为产物：
  描述：

  2,2;-ethane-1,2-diyl(thio)bisbenzaldehyde 在 Sodium tetraborate decahydrate 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成 6,7,8,9,10,11,12,13,19,20-decahydro-5H-dibenzo<1,4,8,11,14>-dithiatriazacycloheptadecine
  参考文献：
  名称：

  Baldwin, Darren; Duckworth, Paul A.; Erickson, Gary R., Australian Journal of Chemistry, 1987, vol. 40, # 11, p. 1861 - 1872

  摘要：

  DOI：

文献信息

• Ligand design and metal-ion recognition. Comparison of the interaction of cobalt(II) and nickel(II) with 16- to 19-membered mixed-donor macrocycles
  作者：Kenneth R. Adam、Michael Antolovich、Darren S. Baldwin、Larry G. Brigden、Paul A. Duckworth、Leonard F. Lindoy、Alan Bashall、Mary McPartlin、Peter A. Tasker

  DOI：10.1039/dt9920001869

  日期：——

  The interaction of cobalt(II) and nickel(II) with a range of 16- to 19-membered ring macrocycles incorporating nitrogen, oxygen and/or sulfur heteroatoms is reported. These ligands constitute an extensive array of related macrocyclic structures in which the positions of the donor atoms, their spacing, and the macrocyclic ring size all vary in a systematic manner. Emphasis has been given to the examination

  据报道钴（II）和镍（II）与结合了氮，氧和/或硫杂原子的一系列16至19元环大环的相互作用。这些配体构成了广泛的相关大环结构阵列，其中供体原子的位置，它们的间距和大环尺寸均以系统的方式变化。着重研究了复合物行为中结构与功能的关系。物理测量结果证实了各配合物的金属对大环配体的化学计量比为1：1。金属配合物的稳定常数已在95％甲醇（I = 0.1 mol dm –3，NEt 4 ClO4）。[NiL 18（H 2 O）] [NO 3 ] 2（L 18 = 5,6,7,8,10,11,12,13,19,20，十氢二苯并[ f， I ] [1,8,11,4,15]恶二硫杂二氮杂环庚啶）证实镍离子与六价配位离子的配合阳离子显示出扭曲的八面体几何形状，该几何形状由ON 2 S 2大环的所有五个供体原子和水分子 包含N–O–N供体片段的大环骨架经线排列。选定镍的分子力学建模（ Ⅱ））复合体也已被采用。
• Ligand design and metal-ion recognition. The interaction of copper(II) with a range of 16- to 19-membered macrocycles incorporating oxygen, nitrogen and sulfur donor atoms
  作者：Kenneth R. Adam、Michael Antolovich、Darren S. Baldwin、Paul A. Duckworth、Anthony J. Leong、Leonard F. Lindoy、Mary McPartlin、Peter A. Tasker

  DOI：10.1039/dt9930001013

  日期：——

  The interaction of copper(II) with a series of quinquedentate macrocycles incorporating nitrogen, oxygen, and/or sulfur donor atoms is reported. These ligands form part of a structural matrix in which a systematic variation in donor atom pattern and ring size is present (and against which structure–function relationships are more clearly seen). Stability constants for the 1 : 1 copper complexes have

  据报道，铜（II）与一系列结合了氮，氧和/或硫供体原子的五齿大环相互作用。这些配体形成结构基质的一部分，在该基质中存在供体原子图案和环尺寸的系统性变化（相对于其结构-功能关系更清晰可见）。1：1铜配合物的稳定常数已在25％的95％甲醇（I = 0.1 mol dm –3，NEt 4 ClO 4）中测定。研究表明，铜的稳定性差异非常大[铜的最大差异为10 10（II）]，这可以通过本研究使用的配体框架内的结构变异来实现。发现各个供体原子类型对总体复杂稳定性的贡献遵循NH（脂族）> NH（苯胺基）> S> O的预期顺序。基于较早的X射线研究，两个代表性示例的分子力学建模也有报道。
• Dalton communications. Metal-ion recognition. Donor-set control of silver(I)/lead(II) discrimination using mixed-donor macrocyclic ligands
  作者：Kenneth R. Adam、Darren S. Baldwin、Alan Bashall、Leonard F. Lindoy、Mary McPartlin、Harold R. Powell

  DOI：10.1039/dt9940000237

  日期：——

  The systematic variation of the donor atom set in a dibenzo-substituted, 17-membered ring structure on the ability of the resultant systems to discriminate between silver(I) and lead(ll) has been performed; the compound containing a S2N2S-donor set yielded discrimination of the order of 10(9) in favour of silver(I).
• Baldwin, Darren; Lindoy, Leonard F.; Graddon, Douglas P., Australian Journal of Chemistry, 1988, vol. 41, # 9, p. 1347 - 1352
  作者：Baldwin, Darren、Lindoy, Leonard F.、Graddon, Douglas P.

  DOI：——

  日期：——
• Macrocyclic ligand design. Effect of donor-set and ringsize variation on silver(I)/lead(II) discrimination within an extended series of dibenzo substituted rings
  作者：Kenneth R. Adam、Darren S. Baldwin、Paul A. Duckworth、Leonard F. Lindoy、Mary McPartlin、Alan Bashall、Harold R. Powell、Peter A. Tasker

  DOI：10.1039/dt9950001127

  日期：——

  The effect of systematic variation of the donor-atom set within dibenzo-substituted, 17- to 20-membered macrocycles on their ability to discriminate between silver(I) and lead(II) has been investigated. The log K values for the respective complexes. determined potentiometrically in 95% methanol (l = 0.1 mol dm(-3), NEt(4)ClO(4)), show that successive replacement of either nitrogen or oxygen heteroatoms by thioether donors leads to increasing affinity for silver(I) relative to lead(II), as does the incorporation of an 'aliphatic' NON or NSN donor sequence in the structure. For the 17-membered system incorporating a S2N2S-donor set, exceptional discrimination (of the order of 10(9)) was observed. The characterisation of selected complexes has included the crystal structure of the sliver perchlorate complex of the 17-membered ON2S2 macrocycle (L(17)). The silver ion in [AgL(17)]ClO4 has a very distorted trigonal-bipyramidal geometry with all metal to donor bond lengths appearing normal. The complex crystallises in the monoclinic space group P2(1)/n with lattice parameters a = 19.410(4), b = 9.602(2), c = 12.747(3) Angstrom, beta = 103.67(2)degrees and Z = 4.