3-[2-[2-[2-[4-[2-[2-Bromo-6-[2-(2,6-dipyridin-2-ylpyridin-4-yl)ethynyl]-4-methylphenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphenyl)-1,10-phenanthroline | 1618666-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-[2-[2-[2-[4-[2-[2-Bromo-6-[2-(2,6-dipyridin-2-ylpyridin-4-yl)ethynyl]-4-methylphenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphenyl)-1,10-phenanthroline
• 英文别名: 3-[2-[2-[2-[4-[2-[2-bromo-6-[2-(2,6-dipyridin-2-ylpyridin-4-yl)ethynyl]-4-methylphenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphenyl)-1,10-phenanthroline
• CAS: 1618666-44-6
• 化学式: C₇₂H₅₀BrN₅
• 分子量: 1065.13
• InChiKey: NNNQLFOBANOWCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.3
• 重原子数：
  78
• 可旋转键数：
  12
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 3-[2-[2-[2-[4-[2-[2-Bromo-6-[2-(2,6-dipyridin-2-ylpyridin-4-yl)ethynyl]-4-methylphenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphenyl)-1,10-phenanthroline 以 二氯甲烷-D2 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Networking Nanoswitches for ON/OFF Control of Catalysis

  摘要：

  The nanoswitches 1 and 2 are interdependently linked in so-called network states (NetStates). In NetState I, defined by presence of [Cu(1)](+) and 2, the organocatalyst N-methylpyrrolidine catalyzes a conjugate addition. Addition of iron(II) ions as an external chemical trigger to NetState I discharges Cu+ from [Cu(1)](+). The liberated copper(I) ion acts as a second messenger and changes the toggling state at nanoswitch 2. The resulting nanoswitch [Cu(2)](+) captures the catalytically active species from solution and the conjugate addition is turned OFF. Removal of the original trigger reverses the sequence and turns catalysis ON. The ON/OFF catalytic cycle was run three times in situ.

  DOI：

  10.1021/jacs.6b12951
• 作为产物：
  描述：

  2-(2-碘苯基)乙炔基三甲基硅烷 在 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 55.0h， 生成 3-[2-[2-[2-[4-[2-[2-Bromo-6-[2-(2,6-dipyridin-2-ylpyridin-4-yl)ethynyl]-4-methylphenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphenyl)-1,10-phenanthroline
  参考文献：
  名称：

  模仿SARS-CoV 3CLpro酶工作原理的单体-二聚体纳米开关可控制铜催化的环丙烷化†

  摘要：

  在其末端具有三联吡啶和被保护的菲咯啉的三角形框架构成了一个打开/关闭的纳米开关，该开关可通过化学输入进行切换。在铜的存在下（我）离子，开放三角形框架（OPEN-I）牢固地关闭，以一个催化失活的杂[铜（phen）的（三联吡啶）] +络合物（CLOSE）。通过连续添加和去除Cu +可以证明CLOSE和OPEN-I状态之间可逆切换。与此相反，添加铁后（II）离子到CLOSE状态的bishomoleptic二聚体的[Fe（三联吡啶）2 ] 2+复合物与铜（形成我）离子放置在菲咯啉腔（OPEN-II）中。由于其配位的不饱和[Cu（Phen）] +位，二聚铁络合物能够在使用重氮乙酸乙酯的Z-环辛烯的环丙烷化反应中充当催化剂。

  DOI：

  10.1039/c4dt01508h

文献信息

• A monomer–dimer nanoswitch that mimics the working principle of the SARS-CoV 3CLpro enzyme controls copper-catalysed cyclopropanation
  作者：Soumen De、Susnata Pramanik、Michael Schmittel

  DOI：10.1039/c4dt01508h

  日期：——

  the presence of copper(I) ions, the open triangular framework (OPEN-I) firmly closes to a catalytically inactive heteroleptic [Cu(phen)(terpy)]+ complex (CLOSE). Reversible switching between CLOSE and OPEN-I states was demonstrated by successive addition and removal of Cu+. In contrast, after addition of iron(II) ions to the CLOSE state a bishomoleptic dimeric [Fe(terpy)2]2+ complex is formed with the

  在其末端具有三联吡啶和被保护的菲咯啉的三角形框架构成了一个打开/关闭的纳米开关，该开关可通过化学输入进行切换。在铜的存在下（我）离子，开放三角形框架（OPEN-I）牢固地关闭，以一个催化失活的杂[铜（phen）的（三联吡啶）] +络合物（CLOSE）。通过连续添加和去除Cu +可以证明CLOSE和OPEN-I状态之间可逆切换。与此相反，添加铁后（II）离子到CLOSE状态的bishomoleptic二聚体的[Fe（三联吡啶）2 ] 2+复合物与铜（形成我）离子放置在菲咯啉腔（OPEN-II）中。由于其配位的不饱和[Cu（Phen）] +位，二聚铁络合物能够在使用重氮乙酸乙酯的Z-环辛烯的环丙烷化反应中充当催化剂。
• Networking Nanoswitches for ON/OFF Control of Catalysis
  作者：Nikita Mittal、Susnata Pramanik、Indrajit Paul、Soumen De、Michael Schmittel

  DOI：10.1021/jacs.6b12951

  日期：2017.3.29

  The nanoswitches 1 and 2 are interdependently linked in so-called network states (NetStates). In NetState I, defined by presence of [Cu(1)](+) and 2, the organocatalyst N-methylpyrrolidine catalyzes a conjugate addition. Addition of iron(II) ions as an external chemical trigger to NetState I discharges Cu+ from [Cu(1)](+). The liberated copper(I) ion acts as a second messenger and changes the toggling state at nanoswitch 2. The resulting nanoswitch [Cu(2)](+) captures the catalytically active species from solution and the conjugate addition is turned OFF. Removal of the original trigger reverses the sequence and turns catalysis ON. The ON/OFF catalytic cycle was run three times in situ.