7,16-dimethoxy-(6α,8α,15α,17α)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacene | 288625-12-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 7,16-dimethoxy-(6α,8α,15α,17α)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacene
• 英文别名: (1S,5R,16S,20R)-3,18-dimethoxynonacyclo[18.10.1.15,16.02,19.04,17.06,15.08,13.021,30.023,28]dotriaconta-2,4(17),6,8,10,12,14,18,21,23,25,27,29-tridecaene
• CAS: 288625-12-7
• 化学式: C₃₄H₂₆O₂
• 分子量: 466.579
• InChiKey: YXHSEBKDTCAXRN-KXSOJQAOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对二硝基苯 、 乙醇 、 7,16-dimethoxy-(6α,8α,15α,17α)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacene 以 二氯甲烷 为溶剂， 反应 168000.0h， 生成
  参考文献：
  名称：

  Synthesis and supramolecular structures of molecular clips

  摘要：

  The syntheses of the novel dimethylene-bridged clips 4a-e and 5b are reported. They selectively bind electron-deficient neutral and cationic aromatic substrates comparable to the tetramethylene-bridged tweezers 1 and 2. The geometry of the noncovalently bound complexes with 4b-d as receptors derived from the single-crystal structure analyses is, however, different from that of the complexes with 2 as receptor. In clip complexes the plane of the included aromatic substrate molecule is orientated almost parallel to the naphthalene sidewalls of the clip, whereas in the tweezer complex the substrate is orientated parallel to the central arene spacer-unit. TCNB 19 as substrate is placed inside the cavity of the hydroquinone clip 4c in solution as well as in the cocrystal. In contrast it was found for the cocrystal with the diacetate clip 4b that the TCNB 19, is placed between the naphthalene side-wall of two different clip molecules whereas in solution 19 is included into the cavity of 4b. Finally, 19 forms a (1:2) complex with dinaphthonorbornadiene 20 in solution as well as in the crystalline state. The findings reported here are instructive for the understanding of the weak; noncovalent binding forces particularly the arene-arene interaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00230-7
• 作为产物：
  描述：

  7,16-diacetoxy-(6α,8α,15α,17α)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacene 、 碘甲烷 在 氢氧化钾 、 potassium tert-butylate 、 苯肼 作用下， 以 异丙醇 为溶剂， 反应 1.5h， 以91%的产率得到7,16-dimethoxy-(6α,8α,15α,17α)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacene
  参考文献：
  名称：

  Synthesis and supramolecular structures of molecular clips

  摘要：

  The syntheses of the novel dimethylene-bridged clips 4a-e and 5b are reported. They selectively bind electron-deficient neutral and cationic aromatic substrates comparable to the tetramethylene-bridged tweezers 1 and 2. The geometry of the noncovalently bound complexes with 4b-d as receptors derived from the single-crystal structure analyses is, however, different from that of the complexes with 2 as receptor. In clip complexes the plane of the included aromatic substrate molecule is orientated almost parallel to the naphthalene sidewalls of the clip, whereas in the tweezer complex the substrate is orientated parallel to the central arene spacer-unit. TCNB 19 as substrate is placed inside the cavity of the hydroquinone clip 4c in solution as well as in the cocrystal. In contrast it was found for the cocrystal with the diacetate clip 4b that the TCNB 19, is placed between the naphthalene side-wall of two different clip molecules whereas in solution 19 is included into the cavity of 4b. Finally, 19 forms a (1:2) complex with dinaphthonorbornadiene 20 in solution as well as in the crystalline state. The findings reported here are instructive for the understanding of the weak; noncovalent binding forces particularly the arene-arene interaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00230-7

文献信息

• Synthesis and supramolecular structures of molecular clips
  作者：Frank-Gerrit Klärner、Jens Panitzky、Dieter Bläser、Roland Boese

  DOI：10.1016/s0040-4020(01)00230-7

  日期：2001.4

  The syntheses of the novel dimethylene-bridged clips 4a-e and 5b are reported. They selectively bind electron-deficient neutral and cationic aromatic substrates comparable to the tetramethylene-bridged tweezers 1 and 2. The geometry of the noncovalently bound complexes with 4b-d as receptors derived from the single-crystal structure analyses is, however, different from that of the complexes with 2 as receptor. In clip complexes the plane of the included aromatic substrate molecule is orientated almost parallel to the naphthalene sidewalls of the clip, whereas in the tweezer complex the substrate is orientated parallel to the central arene spacer-unit. TCNB 19 as substrate is placed inside the cavity of the hydroquinone clip 4c in solution as well as in the cocrystal. In contrast it was found for the cocrystal with the diacetate clip 4b that the TCNB 19, is placed between the naphthalene side-wall of two different clip molecules whereas in solution 19 is included into the cavity of 4b. Finally, 19 forms a (1:2) complex with dinaphthonorbornadiene 20 in solution as well as in the crystalline state. The findings reported here are instructive for the understanding of the weak; noncovalent binding forces particularly the arene-arene interaction. (C) 2001 Elsevier Science Ltd. All rights reserved.