2,2'-bis-ethanol | 131354-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2'-bis-ethanol
• 英文别名: 2-[2-[2-[2-(2-Hydroxyethoxy)phenoxy]phenoxy]phenoxy]ethanol
• CAS: 131354-82-0
• 化学式: C₂₂H₂₂O₆
• 分子量: 382.413
• InChiKey: UDSPBRZPAZRAPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2'-bis-ethanol 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 2,4,6,9,13,16-hexaoxa-11(2,6)-pyridina-1,3,5(1,2)-tribenzenacyclohexadecaphane compound with nitromethane (1:1)
  参考文献：
  名称：

  Macroring-neutral molecule complexation. Synthesis of biconcave pyridino hosts, complex formation, and x-ray crystal structures of two inclusion compounds

  摘要：

  A series of pyridino macrocycles 1-3(a-e) incorporating rigid bi- and triaryl ether segments in different ring positions have been synthesized. The effect of incorporation of these building blocks into a given macroring framework on the host properties for uncharged-molecule inclusion has been studied. Symmetric 21-membered macrorings 1c, 1d, or 2c, 2d with tri-o-phenylene, tri-2,3-naphthylene, or mixed phenylene naphthylene ether units are efficient hosts in solid-state complexation of dipolar-aprotic and apolar guests such as nitro compounds and nitriles as well as DMF, DMSO, THF, dioxane, or benzene. X-ray analyses of the solid-state complexes of 1d with PhNO2 (1:1) and MeCN (1:1) have been studied. It is shown that the presence of the triaryl ether segment induces a biconcave nonequally sided host conformation suitable for guest inclusion. The packing characterizes the host-guest topologies of the two inclusion compounds to be of (H-bonded) cavitate-type for the MeCN case and of interstitial channel type for the PhNO2 case. A comparative discussion of the present and previous results support the interpretation of hemispherand preorganization for the new host structures.

  DOI：

  10.1021/jo00003a055
• 作为产物：
  描述：

  1,2-bis[2-(2-phenylmethoxyethoxy)phenoxy]benzene 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 25.0 ℃ 、303.97 kPa 条件下， 反应 4.0h， 以88%的产率得到2,2'-bis-ethanol
  参考文献：
  名称：

  Macroring-neutral molecule complexation. Synthesis of biconcave pyridino hosts, complex formation, and x-ray crystal structures of two inclusion compounds

  摘要：

  A series of pyridino macrocycles 1-3(a-e) incorporating rigid bi- and triaryl ether segments in different ring positions have been synthesized. The effect of incorporation of these building blocks into a given macroring framework on the host properties for uncharged-molecule inclusion has been studied. Symmetric 21-membered macrorings 1c, 1d, or 2c, 2d with tri-o-phenylene, tri-2,3-naphthylene, or mixed phenylene naphthylene ether units are efficient hosts in solid-state complexation of dipolar-aprotic and apolar guests such as nitro compounds and nitriles as well as DMF, DMSO, THF, dioxane, or benzene. X-ray analyses of the solid-state complexes of 1d with PhNO2 (1:1) and MeCN (1:1) have been studied. It is shown that the presence of the triaryl ether segment induces a biconcave nonequally sided host conformation suitable for guest inclusion. The packing characterizes the host-guest topologies of the two inclusion compounds to be of (H-bonded) cavitate-type for the MeCN case and of interstitial channel type for the PhNO2 case. A comparative discussion of the present and previous results support the interpretation of hemispherand preorganization for the new host structures.

  DOI：

  10.1021/jo00003a055

文献信息

• Enclave inclusion of nitromethane by a new crown host. X-Ray crystal structure of the inclusion complex and host selectivity properties
  作者：Edwin Weber、Sybille Franken、Heinrich Puff、Jochen Ahrendt

  DOI：10.1039/c39860000467

  日期：——

  A 21-membered macroring (1) incorporating as characteristic building blocks a 2,6-bridged pyridino site and three adjacent catechol moieties is shown to form selectively an inclusion complex with nitromethane, the crystal structure of which demonstrates a completely encapsulated guest molecule.

  结合了2，6-桥接的吡啶基位点和三个相邻的邻苯二酚部分的21元巨环（1）被显示与硝基甲烷选择性地形成了包合物，该化合物的晶体结构表明其被完全包封了客体分子。
• A tribenzo modified 1,3-calix[4]-bis-crown-6: A highly selective receptor for cesium
  作者：Zouhair Asfari、Véronique Lamare、Jean-François Dozol、Jacques Vicens

  DOI：10.1016/s0040-4039(98)02422-8

  日期：1999.1

  It is reported the synthesis of calix[4]-bis-(tribenzo)crown-6 1 consisting of a calix[4]arene fixed in the 1,3-alternate conformation by the 1,3- and 2,4-bridges made of two modified polyether chains in which the three central ethylene links have been replaced by three 1,2-phenylenes. Ligand 1 complex cesium cation and not sodium one. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Benzo condensed crown ethers containing 1,8-naphthyridine or 4-pyridone units - synthesis and complex formation with organic guest molecules
  作者：E. Weber、H.-J. K�hler

  DOI：10.1002/prac.19953370198

  日期：——

  New crown compounds 3-5 comprising beside o-phenylene groups 1,8-naphthyridine or 4-pyridone groups as characteristic building units are synthesized. They form numerous stoichiometric crystalline complexes with uncharged organic molecules including alcohols, nitro compounds and other dipolar-aprotic solvents, as well as cyclic ethers and aromatic hydrocarbons. Properties of complex formation and host-guest stoichiometries are discussed making a comparison with parent host analogues.
• WEBER, EDWIN;KOHLER, HANS-JURGEN;REUTER, HANS, J. QRG. CHEM., 56,(1991) N, C. 1236-1242
  作者：WEBER, EDWIN、KOHLER, HANS-JURGEN、REUTER, HANS

  DOI：——

  日期：——
• Macroring-neutral molecule complexation. Synthesis of biconcave pyridino hosts, complex formation, and x-ray crystal structures of two inclusion compounds
  作者：Edwin Weber、Hans Juergen Koehler、Hans Reuter

  DOI：10.1021/jo00003a055

  日期：1991.2

  A series of pyridino macrocycles 1-3(a-e) incorporating rigid bi- and triaryl ether segments in different ring positions have been synthesized. The effect of incorporation of these building blocks into a given macroring framework on the host properties for uncharged-molecule inclusion has been studied. Symmetric 21-membered macrorings 1c, 1d, or 2c, 2d with tri-o-phenylene, tri-2,3-naphthylene, or mixed phenylene naphthylene ether units are efficient hosts in solid-state complexation of dipolar-aprotic and apolar guests such as nitro compounds and nitriles as well as DMF, DMSO, THF, dioxane, or benzene. X-ray analyses of the solid-state complexes of 1d with PhNO2 (1:1) and MeCN (1:1) have been studied. It is shown that the presence of the triaryl ether segment induces a biconcave nonequally sided host conformation suitable for guest inclusion. The packing characterizes the host-guest topologies of the two inclusion compounds to be of (H-bonded) cavitate-type for the MeCN case and of interstitial channel type for the PhNO2 case. A comparative discussion of the present and previous results support the interpretation of hemispherand preorganization for the new host structures.