5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrakis<(3-pyridylmethyl)oxy>calix<4>arene | 178232-99-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrakis<(3-pyridylmethyl)oxy>calix<4>arene
• 英文别名: 5,11,17,23-tert-butyl-<25,26,27,28-tetrakis-(3-pyridylmethyl)oxy>-p-tert-butylcalix(4)arene；tetrakis<(3-pyridylmethyl)oxy>p-tert-butylcalix<4>arene；tetrakis[(3-pyridylmethyl)oxy]-p-tertbutylcalix[4]arene；tetrakis(3-pyridylmethoxy)-p-tert-butylcalix[4]arene；5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetrakis[(3-pyridylmethyl)oxy]calix[4]arene；5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrakis[(3-pyridylmethyl)oxy]calix[4]arene；3-[[5,11,17,23-Tetratert-butyl-26,27,28-tris(pyridin-3-ylmethoxy)-25-pentacyclo[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-dodecaenyl]oxymethyl]pyridine
• CAS: 178232-99-0；170373-30-5
• 化学式: C₆₈H₇₆N₄O₄
• 分子量: 1013.38
• InChiKey: LGMZVKMVVJLHHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16
• 重原子数：
  76
• 可旋转键数：
  16
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  88.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  potassium hexachloropalatinate(IV) 、 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrakis<(3-pyridylmethyl)oxy>calix<4>arene 以 二氯甲烷 、 水 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  Reaction of tetrakis[(3-pyridylmethyl)oxyl] p-tert-butylcalix(4)arene with KAuCl4 and K2PtCl6. New pyridinocalix(4)arene adducts of gold(III) and platinum(IV)

  摘要：

  Tetrakis [(3-pyridylmethyl)oxy]p-tert-butylcalix(4) arene prepared from p-tert-butylcalix(4) arene and 3-chloromethylpyridine under basic conditions was characterized by H-1 and C-13 NMR. Protonation constants of this ligand in methanol at 298.15 K derived from potentiometric data are reported. Au-III and Pt-IV adducts of tetrakis[(3-pyridylmethyl)oxy]p-tert-butylcalix(4)arene have been isolated. It is concluded that this calixarene derivative displaces chloride ions from the coordination spheres of the central atoms in AuCl4- and PtCl6- species, engaging itself in direct interaction with Au-III and Pt-IV. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0277-5387(96)00485-8
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 、 3-氯甲基吡啶盐酸盐 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.67h， 以57.2%的产率得到5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrakis<(3-pyridylmethyl)oxy>calix<4>arene
  参考文献：
  名称：

  基于杯[4]芳烃的多金属氧酸盐有机-无机杂化和配位聚合物，作为叠氮化物-炔烃环加成和Knoevenagel缩合反应的异相催化剂†

  摘要：

  基于一种中性的吡啶基官能杯[4]芳烃配体（L =四[[3-吡啶基甲基）氧基]-对叔丁基杯[4]芳烃），一种基于多金属氧酸盐的有机-无机杂化体[Cu 2 L（SiW 12 O 40）0.5 ]·CH 3 CN·2H 2 O（1）和一种配位聚合物[CdCl 2 L]·CH 3 CN（2）已在溶剂热条件下成功合成。1表现出一个独特的层，这归因于正Cu（I）–L链与[SiW 12 O 40 ] 4之间的弱相互作用阴离子。图2显示了包含Cd（II）二聚体的链模型。既1和2进行了研究作为非均相催化剂。1是叠氮化物-炔烃环加成（AAC）反应的出色多相催化剂，2是Knoevenagel缩合反应的高效催化性能。既1和2被容易地分离。

  DOI：

  10.1039/c9nj03930a

文献信息

• Lower Rim−Upper Rim Hydrogen-Bonded Adducts of Calix[4]arenes
  作者：Remko H. Vreekamp、Willem Verboom、David N. Reinhoudt

  DOI：10.1021/jo9603082

  日期：1996.1.1

  An upper-rim-substituted calix[4]arene tetracarboxylic acid forms hydrogen-bonded duplexes with lower-rim-substituted tetra(4-pyridyl)- and tetra(3-pyridyl)calix[4]arenes in chloroform. The formation of these adducts was studied by extraction experiments. The association constants determined via (1)H NMR dilution experiments in CDCl(3) are 7.6 x 10(3) and 1.3 x 10(3) M(-1) for the 4-pyridyl and the

  上边缘取代的杯[4]芳烃四羧酸与下边缘取代的四（4-吡啶基）-和四（3-吡啶基）杯[4]芳烃在氯仿中形成氢键双键。通过提取实验研究了这些加合物的形成。通过CDCl（3）中的（1）H NMR稀释实验确定的缔合常数分别为4-吡啶基和3-吡啶基衍生物的7.6 x 10（3）和1.3 x 10（3）M（-1）。固态和溶液中的IR研究表明，相互作用是基于氢键，质子转移的程度可以忽略不计。VPO测量值支持1：1加合物的形成。
• Synthesis and Complexation Studies of Regioisomers and Conformational Isomers of p-tert-Butylcalix[4]arene Bearing Pyridine or Pyridine N-Oxide Pendant Groups at the Lower Rim
  作者：Sebastiano Pappalardo、George Ferguson、Placido Neri、Concetta Rocco

  DOI：10.1021/jo00119a040

  日期：1995.7

  Selected title compounds have been prepared in order to provide calix[4]arene ligands having different shapes of the calix[4]arene skeleton (cone, partial cone, 1,2-alternate, or 1,3-alternate) and spacial arrangements (syn-proximal, syn-distal, or anti-distal) of pendant pyridine or pyridine N-oxide binding groups. The structure of 1,2-alternate tetrakis[(2-pyridylmethyl)oxy]calix[4]arene 9, obtained in low yield by direct alkylation of the parent p-tert-butylcalix[4]arene 1 with PicCl . HCl and Cs2CO3, has been elucidated by single crystal X-ray analysis. N-Oxide derivatives have been obtained in good yield by m-CPBA oxidation of the appropriate pyridinocalix[4]arene precursors in dry Et(2)O or THF. The H-1 and C-13 NMR spectral changes upon N-oxide formation are discussed. Extraction studies with alkali metal picrates from an aqueous solution into CH2Cl2 have shown that the ionophoric efficiency is low. The highest phase-transfer values are observed for cone tetrapyridinocalix[4]arene 7 (selectivity follows the order Na+ > K+ > Rb+ > Cs+ > Li+), whereas the corresponding N-oxide 7a has no activity. However, NMR complexation studies with Na+ and K+, while confirming a low complexation rate, indicate that in aprotic solvents tetra-N-oxide derivative 7a is a good complexer having a faster kinetic than its pyridino precursor 7.