tert-butyl ((4'-((2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-ylmethoxy)methyl)-[1,1'-biphenyl]-4-yl)methyl)(benzyl)carbamate | 924657-35-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: tert-butyl ((4'-((2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-ylmethoxy)methyl)-[1,1'-biphenyl]-4-yl)methyl)(benzyl)carbamate
• CAS: 924657-35-2
• 化学式: C₅₉H₇₁NO₁₃
• 分子量: 1002.21
• InChiKey: OSMOKWCMFWXZLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.49
• 重原子数：
  73.0
• 可旋转键数：
  9.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  131.07
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  tert-butyl ((4'-((2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-ylmethoxy)methyl)-[1,1'-biphenyl]-4-yl)methyl)(benzyl)carbamate 在 三甲基氯硅烷 、 苯酚 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 N-[[4-[4-(2,5,8,11,14,25,28,31,34,37-decaoxatetracyclo[36.2.2.015,20.019,24]dotetraconta-1(40),15,17,19,21,23,38,41-octaen-39-ylmethoxymethyl)phenyl]phenyl]methyl]-1-phenylmethanamine
  参考文献：
  名称：

  A Molecular Plug−Socket Connector

  摘要：

  A monocationic plug-socket connector that is composed, at the molecular level, of three components, (1) a secondary dialkylammonium center (CH2NH2+CH2), which can play the role of a plug toward dibenzo[24]crown-8 (DB24C8), (2) a rigid and conducting biphenyl spacer, and (3) 1,4-benzo-1,5-naphtho[36]crown-10 (BN36C10), capable of playing the role of a socket toward a 4,4'-bipyridinium dicationic plug, was synthesized and displays the ability to act as a plug-socket connector. The fluorescent signal changes associated with the 1,5-dioxynaphthalene unit of its BN36C10 portion were monitored to investigate the association of this plug-socket connector with the complementary socket and plug compounds. The results indicate that (1) the CH2NH2+CH2 part of the molecular connector can thread DB24C8 in a trivial manner and (2) the BN36C10 ring of the connector can be threaded by a 1,1'-dioctyl-4,4'-bipyridinium ion only after the CH2NH2+CH2 site is occupied by a DB24C8 ring. The two connections of the three-component assembly are shown to be controlled reversibly by acid/base and red/ox external inputs, respectively. The results obtained represent a key step for the design and construction of a self-assembling supramolecular system in which the molecular electron source can be connected to the molecular electron drain by a molecular elongation cable.

  DOI：

  10.1021/ja067739e
• 作为产物：
  描述：

  2,5-二羟基苯甲醛 在 sodium tetrahydroborate 、 sodium hydride 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 74.0h， 生成 tert-butyl ((4'-((2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-ylmethoxy)methyl)-[1,1'-biphenyl]-4-yl)methyl)(benzyl)carbamate
  参考文献：
  名称：

  A Molecular Plug−Socket Connector

  摘要：

  A monocationic plug-socket connector that is composed, at the molecular level, of three components, (1) a secondary dialkylammonium center (CH2NH2+CH2), which can play the role of a plug toward dibenzo[24]crown-8 (DB24C8), (2) a rigid and conducting biphenyl spacer, and (3) 1,4-benzo-1,5-naphtho[36]crown-10 (BN36C10), capable of playing the role of a socket toward a 4,4'-bipyridinium dicationic plug, was synthesized and displays the ability to act as a plug-socket connector. The fluorescent signal changes associated with the 1,5-dioxynaphthalene unit of its BN36C10 portion were monitored to investigate the association of this plug-socket connector with the complementary socket and plug compounds. The results indicate that (1) the CH2NH2+CH2 part of the molecular connector can thread DB24C8 in a trivial manner and (2) the BN36C10 ring of the connector can be threaded by a 1,1'-dioctyl-4,4'-bipyridinium ion only after the CH2NH2+CH2 site is occupied by a DB24C8 ring. The two connections of the three-component assembly are shown to be controlled reversibly by acid/base and red/ox external inputs, respectively. The results obtained represent a key step for the design and construction of a self-assembling supramolecular system in which the molecular electron source can be connected to the molecular electron drain by a molecular elongation cable.

  DOI：

  10.1021/ja067739e