[5-[4-(4,6-dichloro-1,3,5-triazin-2-ylamino)phenyl]-10,15,20-triphenylporphyrinato]zinc(II) | 1331914-87-4

• 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: [5-[4-(4,6-dichloro-1,3,5-triazin-2-ylamino)phenyl]-10,15,20-triphenylporphyrinato]zinc(II)
• CAS: 1331914-87-4
• 化学式: C₄₇H₂₈Cl₂N₈Zn
• 分子量: 841.089
• InChiKey: SHVMVSRBPOQFJD-DAJBKUBHSA-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：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  [5-[4-(4,6-dichloro-1,3,5-triazin-2-ylamino)phenyl]-10,15,20-triphenylporphyrinato]zinc(II) 、 5-(p-aminophenyl)-10,15,20-triphenylporphine 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  新型三嗪桥卟啉-卟啉二联体对染料敏化太阳能电池的有效敏化

  摘要：

  两种新颖的卟啉-卟啉二联体，对称的Zn [Porph] -Zn [Porph]（2）和不对称的Zn [Porph] -H 2 [Porph]（4），其中Zn [Porph]和H 2 [Porph]是通过逐步胺化合成了5-（4-氨基苯基）-10,15,20-三苯基卟啉的金属化和游离碱形式，其中两个卟啉单元被1,3,5-三嗪共价桥接。氰尿酰氯。所述二元组还通过连接至三嗪基团的甘氨酸部分的末端羧酸基团官能化。2和4的光物理测量卟啉在可见光谱中表现出更宽和更强的吸收，而电化学实验和密度泛函理论计算表明，两个卟啉单元在其基态下的相互作用可忽略不计，但用于染料敏化太阳能电池（DSSC）的适当前沿轨道能级却不高。的2 -和4系太阳能电池已经被制造并发现分别为3.61％和4.46％，显示出的功率转换效率（PCE中）（100的照射强度下毫瓦/厘米2有TiO 2层膜10微米厚的） 。光伏测量结果显示，基于4的DSSC的PCE值较高（J

  DOI：

  10.1021/ic400774p
• 作为产物：
  描述：

  zinc(II) acetate dihydrate 、 5-(4-(3,5-dichlorotriazine)aminophenyl)-10,15,20-triphenylporphyrinhydrochloride 以 甲醇 、 二氯甲烷 为溶剂， 以84%的产率得到[5-[4-(4,6-dichloro-1,3,5-triazin-2-ylamino)phenyl]-10,15,20-triphenylporphyrinato]zinc(II)
  参考文献：
  名称：

  Promising Fast Energy Transfer System via an Easy Synthesis: Bodipy–Porphyrin Dyads Connected via a Cyanuric Chloride Bridge, Their Synthesis, and Electrochemical and Photophysical Investigations

  摘要：

  The boron dipyrrin (Bodipy) chromophore was combined with either a free-base or a Zn porphyrin moiety (H2P and ZnP respectively), via an easy synthesis involving a cyanuric chloride bridging unit, yielding dyads Bodipy-H2P (4) and Bodipy-ZnP (5). The photophysical properties of Bodipy-H2P (4) and Bodipy-ZnP (5) were investigated by UV-Vis absorption and emission spectroscopy, cyclic voltammetry, and femtosecond transient absorption spectroscopy. The comparison of the absorption spectra and cyclic voltammograms of dyads Bodipy-H2P (4) and Bodipy-ZnP (5) with those of their model compounds Bodipy, H2P, and ZnP shows that the spectroscopic and electrochemical properties of the constituent chromophores are essentially retained in the dyads indicating negligible interaction between them in the ground state. In addition, luminescence and. transient absorption experiments show that excitation of the Bodipy unit in Bodipy-H2P (4) and Bodipy-ZnP (5) into its first singlet excited state results in rapid Bodipy to porphyrin energy transfer-k(4) = 2.9 x 10(10) s(-1) and k(s) = 2.2 x 10(10) s(-1) for Bodipy-H2P (4) and Bodipy-ZnP (5), respectively-generating the first porphyrin-based singlet excited state. The porphyrin-based singlet excited states give rise to fluorescence or undergo intersystem crossing to the corresponding triplet excited states. The title complexes could also be used as precursors for further substitution on the third chlorine atom on the cyanuric acid moiety.

  DOI：

  10.1021/ic201052k

文献信息

• One-Pot Synthesis of Cyanuric Acid-Bridged Porphyrin−Porphyrin Dyads
  作者：Tommaso Carofiglio、Alessandro Varotto、Umberto Tonellato

  DOI：10.1021/jo048713d

  日期：2004.11.1

  Stepwise amination of cyanuric chloride (1) with 5-(4-aminophenyl)-10,15,20-triphenylporphyrin (2) and/or its zinc(II) complex (3) enables the synthesis of porphyrin-porphyrin dyads with predetermined free base-free base forms or free base-zinc and zinc-zinc metalation states. Furthermore, the use of aminopropyl-silanized silica gel as a scavenger for unwanted byproducts allowed the one-pot synthesis of title porphyrin compounds in high yield and purity with minimum use of preparative column chromatography.