| 911835-77-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 911835-77-3
• 化学式: C₄₈H₅₁BrN₄Ni
• 分子量: 822.554
• InChiKey: XJGSZLBARQPNOO-YXILLDBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  54.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.98
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  、 在 gold(III) chloride 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.05h， 以48%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of diporphyrin sensitizers for dye-sensitized solar cells

  摘要：

  合成了具有宽广和强吸收特性的新的卟啉二聚体，在可见光和/或近红外区域显示出色的表现；“中间-中间”连结的卟啉二聚体（YDD1）在AM 1.5G的一次日照下展现出最佳光电性能，功率转换效率达到5.2%。

  DOI：

  10.1039/b917316a
• 作为产物：
  描述：

  5,15-bis(3',5'-di-tert-butylphenyl)porphyrin 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Silylethynyl Substituents as Porphyrin Protecting Groups for Solubilization and Selectivity Control

  摘要：

  Silylethynyl substituents are proposed as protecting groups for porphyrin derivatives to enhance their solubility and enable regioselective functionalization. After usage as protecting groups, silylethynyl groups at the mesa-positions can be efficiently removed upon heating with aqueous H2SO4 in the presence of a surfactant. This approach was applied to the preparation of unsymmetrically beta-substituted porphyrins and porphin-porphyrin oligomers, which were inaccessible by conventional methods.

  DOI：

  10.1021/ol500569b

文献信息

• Porphyrinylboranes Synthesized via Porphyrinyllithiums
  作者：Keisuke Fujimoto、Hideki Yorimitsu、Atsuhiro Osuka

  DOI：10.1002/chem.201502215

  日期：2015.8.3

  photophysical and electrochemical properties. In addition, 5‐diarylamino‐15‐dimesitylboryl‐substituted donor–accepter porphyrins showed increased intramolecular charge‐transfer character in the S1 state. Furthermore, the reaction of β‐lithiated porphyrin with dichloromesitylborane provided a boron‐bridged porphyrin dimer, which exhibited a conjugative interaction between two porphyrin units through the

  作为大多数亲核性卟啉，介孔或β-锂化的卟啉是通过相应的碘卟啉与正丁基锂在-98°C下的碘-锂交换反应生成的。如此制备的卟啉基锂通过与氟代二甲基三氟甲磺酸的反应用于合成二聚苯乙烯基卟啉硼烷。硼烷基被证明可以改变电子的光物理和电化学性质。此外，5-二芳基氨基-15-二甲磺酰基苄基取代的供体-受体卟啉在S 1中显示出分子内电荷转移特征的增加。状态。此外，β-化的卟啉与二氯三甲基异硼烷的反应提供了硼桥联的卟啉二聚体，其通过硼中心的空位p-轨道表现出两个卟啉单元之间的共轭相互作用。
• <i>meso</i>-<i>meso</i>-Linked Diarylamine-Fused Porphyrin Dimers
  作者：Norihito Fukui、Hideki Yorimitsu、Atsuhiro Osuka

  DOI：10.1002/chem.201604301

  日期：2016.12.19

  meso–meso‐linked diphenylamine‐fused porphyrin dimer and its methoxy‐substituted analogue were synthesized from a meso–meso‐linked porphyrin dimer by a reaction sequence involving Ir‐catalyzed β‐selective borylation, iodination, meso‐chlorination, and SNAr reactions with diarylamines followed by electron‐transfer‐mediated intramolecular double C−H/C−I coupling. While these dimers commonly display characteristic

  甲内消旋-内消旋-连接的二苯胺-稠合的卟啉二聚体和其甲氧基取代的类似物是从一个合成内消旋-内消旋-连接的卟啉通过涉及铱催化的β选择性硼基化，碘化，反应顺序二聚体的内消旋-chlorination和S ÑAr与二芳基胺发生反应，然后进行电子转移介导的分子内双CH / C-I双偶联。尽管这些二聚体通常显示出特征性的Soret带分裂和小的氧化电位，但它们在用六氯锑酸三（4-溴苯基）铵氧化时会产生不同的产物。即，将与二苯胺融合的卟啉二聚体转变成普通的闭壳式醌型二聚体，而甲氧基取代的二聚体则产生了内消旋-内消旋，β-β双重连接的卟啉二聚体。
• Efficient Synthesis of Multiply Seven‐Membered‐Ring Fused Porphyrins by Rhodium‐Catalyzed [5+2] Annulation
  作者：Hui Shu、Mengjie Guo、Machongyang Wang、Mingbo Zhou、Bixiang Zhou、Ling Xu、Yutao Rao、Bangshao Yin、Atsuhiro Osuka、Jianxin Song

  DOI：10.1002/anie.202209594

  日期：2022.9.26

  tandem C−H functionalization/annulation of porphyrins with internal alkynes gives singly, doubly, and quadruply seven-membered-ring fused porphyrins. This is the first example of [5+2] annulation reaction for porphyrins. The optical and electrochemical highest occupied molecular orbital (HOMO)–lowest unoccupied molecular orbital (LUMO) gaps, as well as the aromatic character of the fused porphyrins decrease

  卟啉与内部炔烃的铑催化串联 C-H 官能化/环化产生单、双和四七元环稠合卟啉。这是卟啉[5+2]环化反应的第一个例子。随着稠合部分数量的增加，光学和电化学最高占据分子轨道（HOMO）-最低未占据分子轨道（LUMO）间隙以及稠合卟啉的芳香性降低。
• Switchable regioselectivity in the PIFA–BF₃·Et₂O mediated oxidative coupling of meso-brominated Ni(<scp>ii</scp>) porphyrin
  作者：Chuan-Mi Feng、Yi-Zhou Zhu、Yun Zang、Yu-Zhang Tong、Jian-Yu Zheng

  DOI：10.1039/c4ob01517g

  日期：——

  A simple and efficient method has been developed for the switchable synthesis of directly linked meso-brominated Ni(II) porphyrin dimers through PIFA–BF3·Et2O mediated oxidative coupling. The respective syntheses of meso–meso or meso–β singly, doubly, and triply linked porphyrin dimers can be easily realized with the same reagent system.

  已经开发出一种简单有效的方法，用于通过PIFA–BF 3 ·Et 2 O介导的氧化偶合直接合成内键联的内溴化Ni（II）卟啉二聚体。使用相同的试剂系统，可以轻松实现分别由内消旋，中消旋或中消旋β连接的卟啉二聚体的合成。
• Synthesis of Brominated Directly Fused Diporphyrins through Gold(III)-Mediated Oxidation
  作者：Akhila K. Sahoo、Yasuyuki Nakamura、Naoki Aratani、Kil Suk Kim、Su Bum Noh、Hiroshi Shinokubo、Dongho Kim、Atsuhiro Osuka

  DOI：10.1021/ol061763f

  日期：2006.8.1

  Highly efficient synthesis of meso,meso-dibromo doubly and triply fused diporphyrins has been achieved through a powerful oxidative coupling mediated by AuCl3-AgOTf combination. In addition, palladium-catalyzed debromination of meso-bromoporphyrins has been developed. This debromination protocol enables employment of bromine as a protecting group for the reactive meso-position of porphyrins.

  通过AuCl3-AgOTf组合介导的强力氧化偶联，实现了中，中，二溴双和三重稠合双卟啉的高效合成。另外，已经开发了钯催化的中溴卟啉脱溴。该脱溴方案使得能够使用溴作为卟啉反应性中位的保护基。