benzyl-(4'-bromomethyl-biphenyl-4-ylmethyl)-carbamic acid tert-butyl ester | 936132-44-4

• 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: benzyl-(4'-bromomethyl-biphenyl-4-ylmethyl)-carbamic acid tert-butyl ester
• CAS: 936132-44-4
• 化学式: C₂₆H₂₈BrNO₂
• 分子量: 466.418
• InChiKey: SEXUAVXTBAQIOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.19
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  benzyl-(4'-bromomethyl-biphenyl-4-ylmethyl)-carbamic acid tert-butyl ester 、 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以0.15 g的产率得到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
• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 三溴化磷 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 3.0h， 生成 benzyl-(4'-bromomethyl-biphenyl-4-ylmethyl)-carbamic acid tert-butyl ester
  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