2,3,6,7,10,11-hexakis(phenylthio)triphenylene | 208939-22-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,3,6,7,10,11-hexakis(phenylthio)triphenylene
• 英文别名: HPhTT；2,3,6,7,10,11-Hexakis(phenylsulfanyl)triphenylene
• CAS: 208939-22-4
• 化学式: C₅₄H₃₆S₆
• 分子量: 877.276
• InChiKey: USBSZEHBLPJQCP-UHFFFAOYSA-N

物化性质

• 熔点：
  183-184 °C
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  17.3
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3,6,7,10,11-hexakis(phenylthio)triphenylene 、 silver trifluoromethanesulfonate 以 丙酮 、 甲苯 为溶剂， 以65%的产率得到2,3,6,7,10,11-hexakis(phenylthio)triphenylene*AgOTf
  参考文献：
  名称：

  Three-Dimensional Nets from Star-Shaped Hexakis(arylthio)triphenylene Molecules and Silver(I) Salts

  摘要：

  This article reports a number of functional 3D networks based on the coordination bonds between the silver(l) ion and polycyclic aromatic 2,3,6,7,10,11 -hexakis(organylthio)triphenylene (HRTT) molecules. First, 2,3,6,7,10,1 1 -hexakis(phenylthio)triphenylene (HPhTT) chelates with AgBF4 (or AgTf, where Tf is triflate) in the presence of hexafluorobenzene to form a 3D network (composition, HPhTT center dot AgBF4; space group, I (4) over bar), where each Ag(l) atom is bonded to three HPhTT molecules and acts as a three-connected node that interconnects the trigonal HPhTT ligands. In addition to the relatively rare 8(2)center dot 10-a topology, the network features distinct channel-like domains that incorporate various solvent molecules (e.g., acetone and tetrahydrofuran). The solvent molecules can be evacuated to produce a stable and crystalline apohost network, in which the solvent-accessible fraction of the cell volume is calculated to be about 16%. Second, chelation of 2,3,6,7,10,11 -hexakis(4-methoxyphenylthio)triphenylene (HMOPhTT) and AgSbF6 in a 1:1 ratio results in a 3D network featuring a similar 8(2)center dot 10-a topology and Ag(l) coordination environment. However, the crystallographic symmetry (space group Cc) is lowered, and the feature of porosity is much less distinct. The 3D networks show strong room-temperature fluorescence bands with lambda(F,max) = 450 nm, due to the pi-electron fragment of the tripherylene group.

  DOI：

  10.1021/ic051135e

文献信息

• Distinct host–guest interaction and subdued fluorescence in a coordination network of 2,3,6,7,10,11-hexakis(phenylthio)triphenylene and silver(I) triflate
  作者：Kunhao Li、Guo Huang、Zhengtao Xu、Patrick J. Carroll

  DOI：10.1016/j.jssc.2006.08.005

  日期：2006.12

  This paper reports our recent efforts in using host-guest interactions to control the fluorescent properties of coordination networks containing polycyclic aromatic units. The polycyclic aromatic ligand 2, 3, 6, 7, 10, 11-hexakis(phenylthio)triphenylene (HPhTT) coordinates with AgTf (Tf. trifluoromethanesulfonate) in nitrobenzene to form single crystals of a 2-D host network consisting of octameric (i.e., containing eight AgTf units) and dimerie AgTf moieties linked to the HPhTT molecules through the Ag-thioether coordination bonds. The HPhTT adopts a starburst and rather irregular conformation, which apparently contributes to the formation of empty space between the 2-D coordination networks. Such voids are occupied by the nitrobenzene guest molecules, resulting in distinct aromatic aromatic stacking interactions with the triphenylene units (interplanar distances: 3.46 and 3.60 angstrom). In comparison to a previous Ag-HPhTT network with toluene as weaker-interacting guests, the current system shows a significantly suppressed fluorescent emission from the triphenylene core, apparently due to the quenching effect from the nitrobenzene guests. reserved.
• Fluorescent Coordination Networks of 2,3,6,7,10,11-Hexakis(phenylthio)triphenylene and Silver(I) Triflate
  作者：Kunhao Li、Zhengtao Xu、James C. Fettinger

  DOI：10.1021/ic048917c

  日期：2004.12.1

  The polycyclic aromatic ligand 2,3,6,7,10,11-hexakis(phenylthio)triphenylene (HPhTT) coordinates with AgTf (Tf = trifluoromethylsulfonate) to form 1D networks with various solvent molecules included. In particular, the crystal structures and photoluminescent properties of compound 1 (formula = 2HPhTT.3AgTf.3toluene) and compound 2 (formula = 2HPhTT.3AgTf.2THF) are described. Both 1 and 2 feature similar network connectivity as well as similar local coordination environments around the silver(l) atoms. The organizations of the guest molecules in the two structures are, however, quite different: In 1, the toluene molecules are - enclath rated in isolated cavities by the host network; in 2, the THF molecules are confined in continuous 1D channels. Because of the large aromatic system of the triphenylene moiety, strong fluorescent bands (room temperature) are observed for HPhTT, 1 and 2, with lambda(F,max) = 447 nm for HPhTT and lambda(F,max) = 440 nm for both 1 and 2.
• Three-Dimensional Nets from Star-Shaped Hexakis(arylthio)triphenylene Molecules and Silver(I) Salts
  作者：Kunhao Li、Zhengtao Xu、Hanhui Xu、Patrick J. Carroll、James C. Fettinger

  DOI：10.1021/ic051135e

  日期：2006.2.1

  This article reports a number of functional 3D networks based on the coordination bonds between the silver(l) ion and polycyclic aromatic 2,3,6,7,10,11 -hexakis(organylthio)triphenylene (HRTT) molecules. First, 2,3,6,7,10,1 1 -hexakis(phenylthio)triphenylene (HPhTT) chelates with AgBF4 (or AgTf, where Tf is triflate) in the presence of hexafluorobenzene to form a 3D network (composition, HPhTT center dot AgBF4; space group, I (4) over bar), where each Ag(l) atom is bonded to three HPhTT molecules and acts as a three-connected node that interconnects the trigonal HPhTT ligands. In addition to the relatively rare 8(2)center dot 10-a topology, the network features distinct channel-like domains that incorporate various solvent molecules (e.g., acetone and tetrahydrofuran). The solvent molecules can be evacuated to produce a stable and crystalline apohost network, in which the solvent-accessible fraction of the cell volume is calculated to be about 16%. Second, chelation of 2,3,6,7,10,11 -hexakis(4-methoxyphenylthio)triphenylene (HMOPhTT) and AgSbF6 in a 1:1 ratio results in a 3D network featuring a similar 8(2)center dot 10-a topology and Ag(l) coordination environment. However, the crystallographic symmetry (space group Cc) is lowered, and the feature of porosity is much less distinct. The 3D networks show strong room-temperature fluorescence bands with lambda(F,max) = 450 nm, due to the pi-electron fragment of the tripherylene group.