5,15-dimesityl-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)porphinatozinc(II) | 630110-94-0

• 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: 5,15-dimesityl-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)porphinatozinc(II)
• 英文别名: 5,15-dimesityl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)porphinatozinc(II)
• CAS: 630110-94-0
• 化学式: C₄₄H₄₃BN₄O₂Zn
• 分子量: 736.052
• InChiKey: OZAQJRLVVDWEHT-GMRYYCNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  5,15-dimesityl-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)porphinatozinc(II) 、 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺-d7 、 甲苯 为溶剂， 反应 36.0h， 以75%的产率得到
  参考文献：
  名称：

  具有强近红外一光子和二光子吸收能力的N环Per取代的和融合的卟啉二聚体

  摘要：

  沿S 0 –S 1电子跃迁轴将两个N环per萘（NP）单元与稠合的卟啉二聚体融合，产生了新的近红外（NIR）染料1 a / 1 b，具有非常强的吸收性（ε>超过1250 nm的距离为1.3×10 5 M -1  cm -1）。两种化合物均显示出适中的NIR荧光，对于1a和1b，其荧光量子产率分别为4.4×10 -6和6.0×10 -6。NP取代的卟啉二聚体2 a / 2 b 通过受控的氧化偶合和环脱氢也可得到三价铁，它们显示出稠合的卟啉二聚体和NP发色团的叠加吸收。飞秒瞬态吸收测量研究了所有这些化合物的激发态动力学，揭示了卟啉二聚体的行为。这些新的生色团还由于扩展的π共轭，在NIR区域具有良好的非线性光学敏感性，并具有较大的双光子吸收截面。进行了随时间变化的密度泛函理论计算，以帮助我们了解它们的电子结构和吸收光谱。

  DOI：

  10.1002/chem.201405574
• 作为产物：
  描述：

  5-bromo-10,20-bis(2,4,6-trimethylphenyl)-porphyrin 在 bis-triphenylphosphine-palladium(II) chloride triethylamine 作用下， 以 甲醇 、 氯仿 、 1,2-二氯乙烷 为溶剂， 生成 5,15-dimesityl-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)porphinatozinc(II)
  参考文献：
  名称：

  由两个卟啉和一个中间的Bis（dipyrrinato）金属配合物组成的自组装三元组的激发态能量转移动力学。

  摘要：

  报道了由三元锌卟啉的线性阵列组成的各种三联体的合成和表征，所述二元锌卟啉通过中间双（dipyrrinato）金属（II）配合物连接。该制备方法利用双吡啶与二价金属离子的简易络合生成双（dipyrrinato）金属（II）络合物[缩写为（dp）（2）M]。以50-80％的收率制备二吡喃铜（II）和钯（II）螯合物（可通过二吡咯甲烷的氧化获得）。在Zn（OAc）（2）.2H（2）O在THF中（约80 ％ 屈服）。开发了制备卟啉-联吡啶的三种途径：（1）。硼酸酯取代的卟啉锌（ZnP）和双[5-（4-碘苯基）二吡喃酮对] Pd（II）的Suzuki偶联，得到（ZnP-dp）（2）Pd三元组（50％收率），然后进行选择性（dp）（2）Pd单元通过在中性条件下用1,4-二硫苏糖醇处理进行脱金属（71％收率）; （2）。在Zn（OAc）（2）.2H（2）O存在下，用对氯苯胺氧化卟啉-二吡咯甲烷，然后在硅

  DOI：

  10.1021/ic034559m

文献信息

• Methods and intermediates for the synthesis of dipyrrin-substituted porphyrinic macrocycles
  申请人：——

  公开号：US20040254383A1

  公开（公告）日：2004-12-16

  The present invention provides dipyrrin substituted porphyrinic macrocycles, intermediates useful for making the same, and methods of making the same. Such compounds may be used for purposes including the making of molecular memory devices, solar cells and light harvesting arrays.

  本发明提供了取代二吡啶基卟啉宏环、制备相同化合物有用的中间体，以及制备相同化合物的方法。这些化合物可用于制造分子存储设备、太阳能电池和光收集阵列等用途。
• Terpyridine-Porphyrin Hetero-Pacman Compounds
  作者：Matthias Schwalbe、Ramona Metzinger、Thomas S. Teets、Daniel G. Nocera

  DOI：10.1002/chem.201201728

  日期：2012.11.26

  modular strategy is developed to produce a hetero‐Pacman scaffold featuring a porphyrin and terpyridine for metal‐ion binding. A double Suzuki reaction was employed to first attach a terpyridine moiety to a xanthene backbone and then attach a porphyrin. The new hetero‐Pacman scaffold has been characterized and all building blocks have been isolated and structurally characterized. The principle objective

  Pacman体系结构提供的两个不同的协调范围提供了来自两个不同的金属中心的协作性。开发了一种模块化策略来生产异卟啉支架，该支架具有卟啉和三联吡啶，可与金属离子结合。使用双重Suzuki反应首先将联吡啶部分连接至a吨骨架，然后连接卟啉。新型异质-Pacman支架已被表征，所有构件均已分离并进行了结构表征。通过分离包含两个卟啉单元和一个双（吡啶）-铁单元的三核配合物，证实了掺入不同金属中心的主要目的。
• Structural Determination of an Unusual Cu ^I ‐Porphyrin‐π‐Bond in a Hetero‐Pacman Cu‐Zn‐Complex
  作者：Michael Marquardt、Beatrice Cula、Vishal Budhija、André Dallmann、Matthias Schwalbe

  DOI：10.1002/chem.202004945

  日期：2021.2.24

  studies: In solution at room temperature the coordinative bond fluctuates, while it can be frozen at low temperatures. Preliminary reactivity studies revealed a reduced reactivity of the copper(I) moiety towards dioxygen. The results adumbrate why nature is avoiding metal porphyrin‐π‐bonds by fixing reactive metal centers in a predetermined distance to each other within multimetallic enzymatic reaction

  提出了一种异双核化合物的合成和表征，其中铜（I）三组氨酸类型的配位单元位于锌卟啉单元的正上方。两个配位片段之间的紧密距离由刚性的x吨骨架确保，并且在分子结构中首次确定了独特的（分子内的）铜卟啉-π键。通过与温度相关的NMR研究进一步分析了该结构基序：在室温下，溶液中的配位键会发生波动，而在低温下则会冻结。初步反应性研究表明，铜（I）部分对双氧的反应性降低。
• [EN] PERYLENE FUNCTIONALIZED PORPHYRIN DYES FOR DYE-SENSITIZED SOLAR CELLS<br/>[FR] COLORANTS PORPHYRINIQUES FONCTIONNALISÉS PAR UN PÉRYLÈNE ET CELLULES SOLAIRES SENSIBILISÉES PAR COLORANTS
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2015005869A1

  公开（公告）日：2015-01-15

  The invention relates to dyes for dye-sensitized solar cells, and in particular, to perylene functionalized porphyrin dyes for dye-sensitized solar cells. The invention further relates to a dye molecule comprising perylene functionalized porphyrin moiety.

  本发明涉及染料敏化太阳能电池的染料，特别是针对染料敏化太阳能电池的苝功能化卟啉染料。本发明还涉及一种包含苝功能化卟啉基团的染料分子。
• <i>N</i>-Annulated Perylene as An Efficient Electron Donor for Porphyrin-Based Dyes: Enhanced Light-Harvesting Ability and High-Efficiency Co(II/III)-Based Dye-Sensitized Solar Cells
  作者：Jie Luo、Mingfei Xu、Renzhi Li、Kuo-Wei Huang、Changyun Jiang、Qingbiao Qi、Wangdong Zeng、Jie Zhang、Chunyan Chi、Peng Wang、Jishan Wu

  DOI：10.1021/ja409291g

  日期：2014.1.8

  Porphyrin-based dyes recently have become good candidates for dye-sensitized solar cells (DSCs). However, the bottleneck is how to further improve their light-harvesting ability. In this work, N-annulated perylene (NP) was used to functionalize the Zn-porphyrin, and four "push-pull"-type NP-substituted and fused porphyrin dyes with intense absorption in the visible and even in the near-infrared (NIR) region were synthesized. Co(II/III)-based DSC device characterizations revealed that dyes WW-5 and WW-6, in which an ethynylene spacer is incorporated between the NP and porphyrin core, showed pantochromatic photon-to-current conversion efficiency action spectra in the visible and NIR region, with a further red-shift of about 90 and 60 nm, respectively, compared to the benchmark molecule YD2-o-C8. As a result, the short-circuit current density was largely increased, and the devices displayed power conversion efficiencies as high as 10.3% and 10.5%, respectively, which is comparable to that of the YD2-o-C8 cell (eta = 10.5%) under the same conditions. On the other hand, the dye WW-3 in which the NP unit is directly attached to the porphyrin core showed a moderate power conversion efficiency (eta = 5.6%) due to the inefficient if-conjugation, and the NP-fused dye WW-4 exhibited even poorer performance due to its low-lying LUMO energy level and nondisjointed HOMO/LUMO profile. Our detailed physical measurements (optical and electrochemical), density functional theory calculations, and photovoltaic characterizations disclosed that the energy level alignment, the molecular orbital profile, and dye aggregation all played very important roles on the interface electron transfer and charge recombination kinetics.