28-ethoxy-p-tert-butylcalix<4>arene | 138331-89-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 28-ethoxy-p-tert-butylcalix<4>arene
• 英文别名: 5,11,17,23-tetra-tert-butyl-25-ethoxy-26,27,28-trihydroxycalix<4>arene；5,11,17,23-Tetrakis(1,1-dimethylethyl)-28-ethoxypentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene-25,26,27-triol；5,11,17,23-Tetratert-butyl-28-ethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27-triol
• CAS: 138331-89-2
• 化学式: C₄₆H₆₀O₄
• 分子量: 676.98
• InChiKey: VXKBIVXIFDGAJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  50
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  28-ethoxy-p-tert-butylcalix<4>arene 在 potassium carbonate 、 lithium diisopropyl amide 作用下， 反应 15.0h， 生成 5,11,17,23-tetrakis-tert-butyl-25,27-bis(diphenylphosphinooxy)-26-ethoxy-28-ethoxycarbonylmethoxycalix[4]arene
  参考文献：
  名称：

  Multifunctional calixarene-derived phosphinites

  摘要：

  本文描述了由对叔丁基杯[4]芳烃衍生出的前所未有的二官能和三官能膦的合成。

  DOI：

  10.1039/c39930000604
• 作为产物：
  描述：

  26,28-diethoxy-p-tert-butylcalix<4>arene 在 碘代三甲硅烷 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 28-ethoxy-p-tert-butylcalix<4>arene
  参考文献：
  名称：

  杯[4]芳烃单烷基醚的一般合成

  摘要：

  通过用等量的碘代甲基甲基硅烷在CHCl 3中处理易得的-（2）或二烷基醚（3），已经开发了一种首先通用且高收率合成杯[4]芳烃单烷基醚（4）的方法。

  DOI：

  10.1016/s0040-4020(01)96132-0

文献信息

• Selective monoalkylation of <i>p-tert</i>-butylcalix-[4]-arene in a methyl carbonate ionic liquid
  作者：R. E. Whiteside、H. Q. Nimal Gunaratne、A. F. V. Muzio、P. Nockemann

  DOI：10.1039/c8cc05566a

  日期：——

  Methyl carbonate ionic liquids are shown to readily mono-deprotonate p-tert-butylcalix-[4]-arenes initiating the formation of an organic mono-anionic p-tert-butylcalix-[4]-arate salt, methanol and carbon dioxide. These calix-[4]-arate salts have been successfully used in alkylation reactions with dialkyl sulfates and alkyl halides to form a mono-alkylated single product with high yield. This method

  碳酸甲酯离子液体显示出容易对去叔丁基对杯[4]-芳烃进行单去质子化反应，从而开始形成有机单阴离子对叔丁基-杯[4]-酸盐，甲醇和二氧化碳。这些杯-[4]-酸酯盐已成功用于与硫酸二烷基酯和卤代烷的烷基化反应，以高收率形成单烷基化的单一产物。该方法避免了碱金属碱（例如氟化铯）的普遍使用，因此提供了一种更安全，更具选择性的合成途径。
• Synthesis of monoalkylated calix[4]arenes via direct alkylation
  作者：Leo C. Groenen、Bianca H.M. Ruël、Alessandro Casnati、Willem Verboom、Andrea Pochini、Rocco Ungaro、David N. Reinhoudt

  DOI：10.1016/s0040-4020(01)96179-4

  日期：1991.9

  A new one-step procedure for the synthesis of monoalkylated calix[4]arenes is presented. Reaction of calix[4]arene 1a or 1b with 1.2 equivalent of a weak base (K2CO3 in MeCN or CsF in DMF) and excess of alkylating agent affords the monoalkylated calix[4]arenes in moderate to good yields.

  提出了一种新的一步法合成单烷基杯[4]芳烃。杯[4]芳烃1a或1b与1.2当量的弱碱（MeCN中的K 2 CO 3或DMF中的CsF）和过量的烷基化剂反应，得到单烷基化的杯[4]芳烃，产率中等至良好。
• COMPOSITIONS, METHODS, AND SYSTEMS COMPRISING POLY(THIOPHENES)
  申请人：Swager Timothy M.

  公开号：US20120073662A1

  公开（公告）日：2012-03-29

  The present invention generally relates to compositions comprising at least one poly(thiophene) and an n-type material. The compositions can be used in a variety of applications, for example, in photovoltaic cells.

  本发明通常涉及包含至少一种聚噻吩和一种n型材料的组合物。这些组合物可以用于各种应用，例如光伏电池。
• Transition–metal complexation by calix[4]arene-derived phosphinites
  作者：Cyrille Loeber、Dominique Matt、Pierrette Briard、Daniel Grandjean

  DOI：10.1039/dt9960000513

  日期：——

  A series of 26,28-di(alkoxy)-5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)calix[4]arenes [alkoxy = OH L(10), OMe L(11), OEt L(12),OPr(n)L(13), OCH(2)CO(2)MeL(14), OCH(2)CO(2)EtL(15) or (-)-OCH(2)CO(2)C(10)H(19)L(16)(C10H19 = menthyl = 2-isopropyl-5-methylcyclohexyl)] and 28-(alkoxy)-5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26-ethoxycalix[4]arenes [alkoxy = OCH(2)CO(2)Et L(17) or (-)-OCH2CO2C10H19 L(18)] have been prepared selectively as cone conformers b; treating the corresponding 25,27-dihydroxycalix[4] arene precursor with LiNPr2i or LiBu at temperatures below -50 degrees C, followed by reaction with PPh(2)Cl. All compounds exist in solution in a stable cone conformation, except L(11) for which a fast exchange between the cone conformer and a partial-cone isomer occurs. Phosphination of 5,11,17,23-tetra-tert-butyl-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene L(6) using NEt(3) instead of LiNP2i, gave 5,11,17,23-tetra-tert-butyl-25-diphenylphos 27-hydroxycalix[4]arene L(19). When the reaction leading to L(10) was performed in refluxing tetrahydrofuran (thf), the 1,2-alternate conformer L(21) was formed in addition to L(10). As shown by a variable-temperature NMR study, L(21) undergoes fast homomerization in solution. Reaction of [MCl(2)(PhCN)(2)] (M = Pt or Pd) with 2 equivalents of monophosphinite L(19) gave selectively the corresponding trans-[MCl(2)L(2)(19)] complexes (M = Pt or Pd). For the diphosphinites, it was found that their complexation properties depend on both the calixarene substituents and the nature of the starting complex. Thus, reaction of the C-2 symmetrical diphosphinites L(12), L(15) and L(16) with [PtCl2(PhCN)(2)] gave cyclooligomeric complexes of formula [trans-PtCl2(diphosphinite)}(4)] in which the diphosphinites behave as bridging ligands between two metal centres. Reaction of L(15) with [PdCl2(PhCN)(2)] gave [(trans-PdCl(2)L(17))(2)]. When the unsymmetrically substituted diphosphinite L(17) was treated with [PtCl2(PhCN)(2)], the dimer [(trans-PtCl(2)L(17))(2)] was formed. Diphosphinite L(18) and [PdCl2(PhCN)(2)] gave [(trans-PdCl(2)L(18))(2)]. Chelating behaviour was found for the chiral diphosphinite L(16) in [Rh(cod)L(16)]BF4 (cod = cycloocta-1,5-diene) obtained by reaction of [RhCl(cod)}(2)]with 2 equivalents of AgBF4 and 2 equivalents of L(16) in thf.
• syn-1,2-dialkylated calix[4]arenes : general intermediates in the NaH/DMF tetraalkylation of calix[4]arenes
  作者：Leo C. Groenen、Bianca H.M. Ruël、Alessandro Casnati、Peter Timmerman、Willem Verboom、Sybolt Harkema、Andrea Pochini、Rocco Ungaro、David N. Reinhoudt

  DOI：10.1016/s0040-4039(00)78816-2

  日期：1991.6

  In DMF or acetonitrile with NaH as a base at room temperature the tetraalkylation of calix[4]arenes 1a and 1b proceeds via the syn-1,2-disubstituted products to the tetraalkylated calix[4]arenes in the cone conformation. With KH as a base the tetraalkylated calix[4]arenes are predominantly formed in the partial cone conformation, and the reaction proceeds via both the syn-1,3-di and the syn-1,2-disubstituted products. Also the solvent influences the pathway via which tetraalkylation takes place. The syn-1,2-disubstituted calix[4]arenes 2-6 can be isolated in 15-55 % from the NaH/DMF or MeCN reactions when only 2.2 equiv of the electrophile are used.