Methanesulfonic acid 2-(2-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethyl ester | 253600-68-9

• 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: Methanesulfonic acid 2-(2-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethyl ester
• CAS: 253600-68-9
• 化学式: C₄₂H₅₄O₅S
• 分子量: 670.954
• InChiKey: WDZFDFQHWMCRNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.33
• 重原子数：
  48.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 2-(2-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethyl ester 在 potassium carbonate 、 lithium bromide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 21.0h， 生成 4-[9-[4-[2-[2-[4-[Tris(4-tert-butylphenyl)methyl]phenoxy]ethoxy]ethoxy]phenyl]-1,10-phenanthrolin-2-yl]phenol
  参考文献：
  名称：

  A Transition Metal Containing Rotaxane in Motion: Electrochemically Induced Pirouetting of the Ring on the Threaded Dumbbell

  摘要：

  In this work we describe a rotaxane in which a new type of motion, pirouetting of the wheel around its axle, can be electrochemically triggered. The rotaxane was synthesized by using the three-dimensional effect of copper(I). It incorporates both a hetero-biscoordinating ring (containing both 2,9-diphenyl-1,10-phenanthroline and 2,2':6',2"-terpyridine units) and a molecular string which contains only one 2,9-diphenyl-1,10-phenanthroline. Both ends of the string are functionnalized by a bulky stopper ( tris(p-tert-butylphenyl) (4-hydroxypbenyl)methane). Large molecular motions have been induced electrochemically in this molecule and were detected by using cyclic voltammetry. The driving force of the two rearrangement processes observed is the high stability of two markedly different coordination environments for copper(I) and copper(II) ions. In the copper(I) state, two phenanthroline units tone of the ring, one of the string) interact with the metal in a tetrahedral geometry (Cu-(4)(I)), whereas in the copper(II) state the five-coordinate geometry (Cu-(5)(II)) is due to the phenanthroline of the string and to the terpyridine of the ring. The kinetic rate constants of the two molecular motion processes (from Cu-(5)(I)) to Cu-(4)(II)) and fom Cu-(4)(II)) to Cu-(5)(II))) have been determined and both rates are much faster than the ones in previously studied analoguous systems. In addition, the rate of the pirouetting motion depends greatly on the copper oxidation state. The divalent four-coordinate copper complex (Cu-(4)(II))) rearranges in tens of seconds, whereas the monovalent five-coordinate copper system leads to the four-coordinate complex in the millisecond time scale.

  DOI：

  10.1002/(sici)1521-3765(19991105)5:11<3310::aid-chem3310>3.0.co;2-r
• 作为产物：
  描述：

  2-[2-(2-{4-[Tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethoxy]-tetrahydro-pyran 在 盐酸 、 水 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 21.0h， 生成 Methanesulfonic acid 2-(2-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethyl ester
  参考文献：
  名称：

  A Transition Metal Containing Rotaxane in Motion: Electrochemically Induced Pirouetting of the Ring on the Threaded Dumbbell

  摘要：

  In this work we describe a rotaxane in which a new type of motion, pirouetting of the wheel around its axle, can be electrochemically triggered. The rotaxane was synthesized by using the three-dimensional effect of copper(I). It incorporates both a hetero-biscoordinating ring (containing both 2,9-diphenyl-1,10-phenanthroline and 2,2':6',2"-terpyridine units) and a molecular string which contains only one 2,9-diphenyl-1,10-phenanthroline. Both ends of the string are functionnalized by a bulky stopper ( tris(p-tert-butylphenyl) (4-hydroxypbenyl)methane). Large molecular motions have been induced electrochemically in this molecule and were detected by using cyclic voltammetry. The driving force of the two rearrangement processes observed is the high stability of two markedly different coordination environments for copper(I) and copper(II) ions. In the copper(I) state, two phenanthroline units tone of the ring, one of the string) interact with the metal in a tetrahedral geometry (Cu-(4)(I)), whereas in the copper(II) state the five-coordinate geometry (Cu-(5)(II)) is due to the phenanthroline of the string and to the terpyridine of the ring. The kinetic rate constants of the two molecular motion processes (from Cu-(5)(I)) to Cu-(4)(II)) and fom Cu-(4)(II)) to Cu-(5)(II))) have been determined and both rates are much faster than the ones in previously studied analoguous systems. In addition, the rate of the pirouetting motion depends greatly on the copper oxidation state. The divalent four-coordinate copper complex (Cu-(4)(II))) rearranges in tens of seconds, whereas the monovalent five-coordinate copper system leads to the four-coordinate complex in the millisecond time scale.

  DOI：

  10.1002/(sici)1521-3765(19991105)5:11<3310::aid-chem3310>3.0.co;2-r