1,8-bis(trifluoromethyl)-15-oxahexacyclo<6.6.1.13,6.110,13.02,7.09,14>heptadeca-4,11-diene | 117601-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 1,8-bis(trifluoromethyl)-15-oxahexacyclo<6.6.1.13,6.110,13.02,7.09,14>heptadeca-4,11-diene
• 英文别名: exo,exo-1,8-Bis(trifluoromethyl)-15-oxahexacyclo<6.6.1.1.^3,61.^10,130.^2,70^9,14>heptadeca-4,11-diene；exo,exo-1,8-Bis(trifluoromethyl)-15-oxahexacyclo[6.6.1.1.^3,61.^10,130.^2,70^9,14]heptadeca-4,11-diene
• CAS: 117601-19-1；128162-32-3
• 化学式: C₁₈H₁₆F₆O
• 分子量: 362.315
• InChiKey: OOQNSZDSDDAYRG-YBEWTTOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  25.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,8-bis(trifluoromethyl)-15-oxahexacyclo<6.6.1.13,6.110,13.02,7.09,14>heptadeca-4,11-diene 在 RuH₂(CO)(PPh₃)₃ 叔丁基过氧化氢 、 甲基锂 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 C₃₀H₂₈F₆O₁₁
  参考文献：
  名称：

  Synthesis of Functionalized Cavity Structures via 1,3-Dipolar Cycloaddition of Angle-Shaped Alkenes to Curved Norbornene-Framed Dipoles

  摘要：

  A new approach to the synthesis of cavity molecules is described in which the 1,3 dipolar ACE coupling method is used to join curved frame spacer molecules with obtuse-angled alkenes, The curved frame spacers are comprised of fused norbornenes in which each alternative bridge has the 7-methylene replaced by oxygen. Molecular modeling (AM1) has been used to evaluate the geometry of a selection of bis-crown ether systems, the largest of which has nine norbornane units in the frame, a separation of 20.7 Angstrom and the walls of the cavity having an interplanar angle of 36 degrees.

  DOI：

  10.1021/ol990538d
• 作为产物：
  描述：

  2,5-Norbornadiene 、 2,5-二(三氟甲基)-1,3,4-恶二唑 以 四氢呋喃 为溶剂， 反应 0.5h， 以21%的产率得到1,8-bis(trifluoromethyl)-15-oxahexacyclo<6.6.1.13,6.110,13.02,7.09,14>heptadeca-4,11-diene
  参考文献：
  名称：

  2,5-双（三氟甲基）-1,3,4-恶二唑的功能化聚降冰片烷的合成

  摘要：

  2,5-双（三氟甲基）-1,3,4-恶二唑与降冰片烯的张紧烯键的环加成反应用于合成官能化的聚降冰片烷。与微波辅助反应相比，当通过经典加热进行反应时，这一简单的一步操作程序会更加有效。各种官能团在反应条件下稳定（酯，酰亚胺，邻苯二甲酰亚胺，哌啶基和羧酸），而酸酐，N- Boc或TMS官能团不能承受反应条件。

  DOI：

  10.1002/jhet.998

文献信息

• 1,3,4-Oxadiazole als heteroctglische 4π-komponenten in diels-alder-reaktionen
  作者：Franz Thalhammer、Uwe Wallfahrer、Jürgen Sauer

  DOI：10.1016/0040-4039(88)85129-3

  日期：1988.1

  Oxadiazoles react with angle strained, alkenes and alkynes to yield mono- and bisadducts , , with loss of molecular nitrogen. The use of cyclopropenes opens a new route to γ-pyrans . Also ynamines react as alkynes to give furan derivatives .

  恶二唑与角应变，烯烃和炔反应生成单-和bisadducts ，，与分子氮的损失。环丙烯的使用为γ-吡喃开辟了一条新途径。乙胺也可以作为炔烃反应生成呋喃衍生物。
• The preparation of space-separated chelating agents based on the 3,6-dipyridyl pyridazine ligand
  作者：Ronald N. Warrener、Gordon M. Elsey、Iyer V. Sankar、Douglas N. Butler、Peter Pekos、Colin H.L. Kennard

  DOI：10.1016/s0040-4039(00)73484-8

  日期：1994.9

  Linear, bent, cavity and Z-shaped molracs of varying length are converted to end-functionalised bis-chelating agents 3 containing the 3,6-(di-2′-pyridyl)pyridazine ligand by reaction of their norbornenyl end-groups with 3,6-di-(2′-pyridyl)-s-tetrazine 4 followed by oxidation with DDQ, sometimes in a one pot reaction. New representative molracs as well as new chelating agents are described. Molecular

  直链的，弯曲的，腔体和不同长度的Z形molracs被转换为末端官能双-螯合剂3通过用3降冰片烯的端基的反应含有3,6-（二- 2'-吡啶基）哒嗪配体，6-二- （2'-吡啶基） -小号-tetrazine 4，随后用DDQ氧化，有时在一锅反应。描述了新的代表性软体动物以及新的螯合剂。分子力学（MM2）已用于评估这些系统的几何参数，这些参数显示6-21Å之间的配体分离；但是，可以使用更短或更长时间的系统。
• Unsaturated nitrogen compounds containing fluorine. Part 19. Cycloaddition reactions of 2,5-dichloro-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene with cycloalkenes and cyclodienes
  作者：Mohammad M. Abdul-Ghani、Anthony E. Tipping

  DOI：10.1016/0022-1139(95)03227-5

  日期：1995.8

  gave the expected amino compound 21a (94%) and CF3CONHMe (22) (91%). In contrast, treatment of the exo-amide 4h, derived from norbornadiene with ethanolic methylamine, afforded the N-formyl compound 23 (87%), while corresponding treatment of a mixture of the exo- and endo-amides (4h and 4i) gave the exo- and endo-amino compounds (21b and 21c) (88%), together with compound 22 (ca. 10%) and the azapropenylindazole

  热反应（20-70℃）dichloroazine CF的3的CCl = NN = CClCF 3，2，用环戊烯（在CH 2氯2溶剂），环庚烯，茚，苊，2,3-二氢呋喃，3,4-作为每种情况下的主要产物，提供了二氢-2 H-吡喃，降冰片二烯，环戊二烯和二环戊二烯作为主要产物，其相应的包含CF 3 CCl 2的重排[32]环加合物3N =分组。环向非对称碳环茚和环戊二烯加成的方向与由LUMO（嗪）-HOMO（双极亲子）控制的反应一致。在尝试通过硅胶色谱纯化时，将重排的加合物3水解成相应的酰胺4（＝ NCCl 2 CF 3 →＝ NCOCF 3）。出乎意料的是，环戊烯反应还产生了环戊二烯[32]环加合物3b，而从降冰片二烯反应中，通过色谱法分离了水解的2：1加合物9（4％）。通过色谱分离从3,4-二氢-2 H中获得的其他产品-吡喃反应是取代的嗪CH 2（CH 2）2 OCH = CC（CF 3）=
• Photochemical Cycloaddition Reagents for Rigidly Attaching the 1,4-Dimethoxynaphthalene Chromophore to Scaffold Alkenes
  作者：Davor Margetic、Richard A. Russell、Ronald N. Warrener

  DOI：10.1021/ol006571d

  日期：2000.12.1

  The norbornanecyclobutene epoxides 1a-1c containing a fused 1,4-dimethoxynaphthalene chromophore have been reacted with cyclobutenes, cyclohexenes, norbornenes, 7-isopropylidenenorbornenes, 7-azanorbornenes, and other cyclic or electron-deficient alkenes at room temperature to form 1:1 adducts in stereoselective 1,3-dipolar cycloaddition reactions; alkynes can also participate in this reaction, The ability to form 2:1 adducts has also been demonstrated, thereby opening up opportunities for preparing functionalized products with large chromophore separations.
• Molecular topology: The synthesis of a new class of rigid arc-shaped spacer molecules based on syn-facially fused norbornanes and 7-heteronorbornanes in which heterobridges are used to govern backbone curvature
  作者：Ronald N. Warrener、Davor Margetic、Guanxing Sun、Ananda S. Amarasekara、Patrick Foley、Douglas N. Butler、Richard A. Russell

  DOI：10.1016/s0040-4039(99)00694-2

  日期：1999.5

  Norbornadienes and 7-heteronorbornadienes are reacted with 7-oxa (or carba or aza) norbornene-fused cyclobutene epoxides (or aziridines) to produce hetero-bridged polynorbornane cycloadducts containing syn-facially arranged N,O (or C,N or C,O) bridges. New dual cyclobutene epoxides and dual cyclobutene aziridines are used to prepare multi-fused norbornanes having curved topology in which the heteroatoms modify the curvature in a predictable way C>N>O; AM1 modelling; of representative: [9]polynorbornanes is presented. (C) 1999 Elsevier Science Ltd. All rights reserved.