15,18,35,38,43,46,53,56-Octaoxa-1,12,21,32-tetrazaheptacyclo[30.8.8.812,21.13,7.16,10.123,27.126,30]hexaconta-3(60),4,6,8,10(59),23(50),24,26,28,30(49)-decaene | 75359-94-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 15,18,35,38,43,46,53,56-Octaoxa-1,12,21,32-tetrazaheptacyclo[30.8.8.812,21.13,7.16,10.123,27.126,30]hexaconta-3(60),4,6,8,10(59),23(50),24,26,28,30(49)-decaene
• CAS: 75359-94-3
• 化学式: C₄₈H₆₈N₄O₈
• 分子量: 829.09
• InChiKey: AXJIBMFJJSULEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  60
• 可旋转键数：
  0
• 环数：
  24.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  86.8
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  methylammonium picrate 、 15,18,35,38,43,46,53,56-Octaoxa-1,12,21,32-tetrazaheptacyclo[30.8.8.812,21.13,7.16,10.123,27.126,30]hexaconta-3(60),4,6,8,10(59),23(50),24,26,28,30(49)-decaene 生成 methanamine compound with 34,37,313,316,74,77,713,716-octaoxa-31,310,71,710-tetraaza-1,5(2,6)-dinaphthalena-3,7(1,10)-dicyclooctadecanacyclooctaphane and picric acid (1:1:1)
  参考文献：
  名称：

  Multisite molecular receptors and co-systems ammonium cryptates of macrotricyclic structures

  摘要：

  DOI：

  10.1016/s0040-4039(00)77745-8
• 作为产物：
  描述：

  2,6-萘二甲酰二氯 在 diborane(6) 作用下， 生成 15,18,35,38,43,46,53,56-Octaoxa-1,12,21,32-tetrazaheptacyclo[30.8.8.812,21.13,7.16,10.123,27.126,30]hexaconta-3(60),4,6,8,10(59),23(50),24,26,28,30(49)-decaene
  参考文献：
  名称：

  Multisite molecular receptors and co-systems ammonium cryptates of macrotricyclic structures

  摘要：

  DOI：

  10.1016/s0040-4039(00)77745-8

文献信息

• Synthesis and ammonium cryptates of triply bridged cylindrical macrotetracycles
  作者：Florence Kotzyba-Hibert、Jean Marie Lehn、Kazuhiko Saigo

  DOI：10.1021/ja00404a057

  日期：1981.7
• KOTZYBA-HIBERT F.; LEHN J. M.; VIERLING P., TETRAHEDRON LETT., 1980, 21, NO 10, 941-944
  作者：KOTZYBA-HIBERT F.、 LEHN J. M.、 VIERLING P.

  DOI：——

  日期：——
• Supramolecular Photochemistry and Photophysics. A Cylindrical Macrotricyclic Receptor and Its Adducts with Protons, Ammonium Ions, and a Pt(II) Complex
  作者：Roberto Ballardini、Vincenzo Balzani、Alberto Credi、Maria Teresa Gandolfi、Florence Kotzyba-Hibert、Jean-Marie Lehn、Luca Prodi

  DOI：10.1021/ja00092a026

  日期：1994.6

  The absorption spectrum and the luminescence properties of a cylindrical macrotricyclic receptor (1), which is made of two diazatetraoxa macrocyclic [18]-N2O4 units linked by two 2,6-dimethylnaphthalene (DMN) bridges, have been investigated. Comparison with the behavior of the 2,6-dimethylnaphthalene reference chromophore shows that in CH2Cl2 solution at room temperature, the covalent bond between the DMN units and the nonabsorbing and nonemitting [18]-N2O4 macrocycles causes the appearance of a charge-transfer (CT) absorption tail below 310 nm, the disappearance of the structured DMN fluorescence at 342 nm, and the appearance of a broad and weak CT emission band at 438 nm. In rigid matrix at 77 K, however, 1 behaves similarly to DMN, showing a structured fluorescence band with maximum at 342 nm and a structured phosphorescence band with maximum at 518 nm and tau = 2.6 s. Addition of CF3COOH to a CH2Cl2 solution of 1 causes the successive protonation of the four amine units of the two [18]-N2O4 macrocycles which are responsible for the CT transitions to the naphthalene rings. As a consequence, the CT absorption tail disappears, the absorption spectrum of the macrotricycle becomes very similar to that exhibited by the isolated DMN chromophore, and the DMN-type fluorescence reappears. The luminescence intensity at 342 nm increases by at least 800 times upon protonation. Therefore, 1 is a fluorescence sensor highly responsive to protons. Upon adduct formation with alpha,omega-alkanediyldiammonium ion NH3+(CH2)(5)NH3+ (cadaverine cation), for which a molecular inclusion into the receptor 1 was previously demonstrated, the intensities of the CT absorption tail below 310 nm and the CT luminescence band at 438 nm decrease by similar to 50%, but the fluorescence DMN band at 342 nm is negligibly small. Similar results are obtained upon adduct formation with NH4+ ions. The [Pt(NH3)2(bpy)](2+) complex, which can be used as a guest for a variety of crown ethers, forms a 1:1 adduct with unprotonated 1. The absorption spectrum of the adduct is noticeably different from that expected for the sum of the two separated components, particularly because of the presence of an absorption in the 340-420-nm region. At room temperature, the luminescence bands exhibited by the two separated components are no longer observed in the adduct. In rigid matrix at 77 K, the phosphorescence band of 1 can be observed in the adduct regardless of the excitation wavelength, but its lifetime (0.8 ms) is considerably shorter than that (2.6 s) of the phosphorescence of 1. As suggested by observation of CPK models, the above results indicate that [Pt(NH3)2(bpy)](2+) is hosted in the cylindrical cavity of 1 with an amine ligand which interacts with a [18]-N2O4 macrocycle unit via hydrogen bonds and the Pt(bpy)(2+) electron-deficient moiety involved in a CT interaction with the DMN chromophoric units.
• Multisite molecular receptors and co-systems ammonium cryptates of macrotricyclic structures
  作者：F. Kotzyba-Hibert、J.M. Lehn、P. Vierling

  DOI：10.1016/s0040-4039(00)77745-8

  日期：1980.1