beryllium phthalocyanine | 16904-91-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: beryllium phthalocyanine
• 英文别名: beryllium phtalocyanine；PcBe；beryllium phthalocyaninate；BePc；Beryllium;2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene
• CAS: 16904-91-9
• 化学式: C₃₂H₁₆BeN₈
• 分子量: 521.545
• InChiKey: HWVGCXUWOPRAON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  41
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙二醇乙醚 、 beryllium phthalocyanine 以0%的产率得到Be(phtalocyanine)(2-ethoxyethanol)
  参考文献：
  名称：

  Synthesis, X-ray structures and characterization of beryllium phthalocyanine and (2-ethoxyethanol)-aqua-beryllium phthalocyanine

  摘要：

  Crystals of beryllium phthalocyanine (1) were obtained from the reaction of beryllium pieces with 1.2-dicyanobeilzene at 270 degrees C. In subsequent preparatory work the beryllium phtholocyanine was transformed into the monoaxially ligated compound (2-ethoxyethanol)aqua-beryllium phthalocyanine (11). The crystal structures of (1) and (11) were determined by single crystal X-ray diffraction. Based on thermogravimetric measurements, a conversion of the beryllium phthalocyanine into beryllium plithalocyanine monohydrate in wet air has been followed in detail. The beryllium phthalocyanine monohydrate and compound 11 loose the ligated water and 2-ethoxyethanol in the 150 degrees C region. The EPR spectra of the beryllium phthalocyanine complexes as exposed to air have been recorded and discussed. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.10.059
• 作为产物：
  描述：

  beryllium phthalocyanine monohydrate 以 neat (no solvent) 为溶剂， 生成 beryllium phthalocyanine
  参考文献：
  名称：

  Synthesis, X-ray structures and characterization of beryllium phthalocyanine and (2-ethoxyethanol)-aqua-beryllium phthalocyanine

  摘要：

  Crystals of beryllium phthalocyanine (1) were obtained from the reaction of beryllium pieces with 1.2-dicyanobeilzene at 270 degrees C. In subsequent preparatory work the beryllium phtholocyanine was transformed into the monoaxially ligated compound (2-ethoxyethanol)aqua-beryllium phthalocyanine (11). The crystal structures of (1) and (11) were determined by single crystal X-ray diffraction. Based on thermogravimetric measurements, a conversion of the beryllium phthalocyanine into beryllium plithalocyanine monohydrate in wet air has been followed in detail. The beryllium phthalocyanine monohydrate and compound 11 loose the ligated water and 2-ethoxyethanol in the 150 degrees C region. The EPR spectra of the beryllium phthalocyanine complexes as exposed to air have been recorded and discussed. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.10.059

文献信息

• Group IIA alkaline-earth metal phthalocyanines: Synthesis, photoluminescence and singlet oxygen formation
  作者：Limin Liu、Xian-Fu Zhang

  DOI：10.1016/j.molstruc.2021.131422

  日期：2022.1

  results reveal that alkali-earth metal PCs (BePC, MgPC, CaPC, SrPC, and BaPC) have high fluorescence quantum yields (0.50 to 0.70) and long fluorescence lifetimes (7.1 to 7.9 ns). SrPC, and BaPC also show high quantum yield of singlet oxygen formation (0.40 to 0.50). Therefore, alkaline-earth metal phthalocyanines are appealing fluorescent sensors and singlet oxygen photosensitizers for photodynamic

  我们使用四种不同的方法合成了 IIA 族碱土金属酞菁 (PC) 配合物（BePC、MgPC、CaPC、SrPC、BaPC），以研究它们的光致发光和单线态氧光敏特性。已经测量了它们的 UV-Vis 电子吸收、荧光发射和激发光谱、荧光量子产率和寿命，以及单线态氧形成量子产率。结果表明，碱土金属 PC（BePC、MgPC、CaPC、SrPC 和 BaPC）具有高荧光量子产率（0.50 至 0.70）和长荧光寿命（7.1 至 7.9 ns）。SrPC 和 BaPC 也显示出单线态氧形成的高量子产率（0.40 至 0.50）。因此，碱土金属酞菁是用于肿瘤光动力治疗的有吸引力的荧光传感器和单线态氧光敏剂。
• Comparative study of beryllium, magnesium and zinc phthalocyanine complexes with 4-picoline
  作者：R. Kubiak、J. Janczak、M. Śledź、E. Bukowska

  DOI：10.1016/j.poly.2007.05.018

  日期：2007.9

  Three new Be(II), Mg(II) and Zn(II) phthalocyaninato(2-) complexes with 4-picoline (4-Mepy) in the crystalline form have been obtained by recrystallization of the respective M(II)Pc in 4-picoline under water-free conditions. BePc and ZnPc in 4-picoline solution form 4 + 1 coordinated complexes, while the 4-Mepy molecules biaxially ligate MgPc. The planar phthalocyaninato(2-) macroring of BePc and ZnPc upon mono-axial ligation by the 4-Mepy molecule adopts the saucer-shape form. The interaction of the central M(II) with the ligated 4-Mepy molecule leads to a deviation of the metal from the centre cavity by similar to 0.31 angstrom and similar to 0.35 angstrom in the Be and Zn phthalocyaninato complexes, respectively. In MgPc, the Pc ring upon biaxial ligation retains a planar configuration. The axial M(II)N(4-Mepy) bond is longer than the four equatorial M(II)-N-iso bonds in Mg and Zn phthalocyaninato complexes, while in the Be complex the opposite relation between the axial and equatorial Be-N bonds is observed. Thermogravimetric analysis for all these compounds exhibits only one slope down, due to the loss of 4-Mepy molecules from the complexes, which transform finally into the respective M(II)Pc complexes in the beta-form. (C) 2007 Elsevier Ltd. All rights reserved.
• Structural characterisation of beryllium phthalocyaninato(2-) complexes axially ligated by O- and N-donating ligands
  作者：Ryszard Kubiak、Jan Janczak

  DOI：10.1016/j.molstruc.2009.06.036

  日期：2009.10

  Recrystallisation of beryllium phthalocyanine (BePc) in water-free 2-picoline (2-Mepy) and in water-free 3-picoline (3-Mepy) yields to obtain the BePc(2-Mepy)-2-Mepy (1) and BePc(3-Mepy)center dot 3-Mepy (II), while recrystallisation in wet (containing water) 2- and 3-picolines isomers yields to formation of the aquaberyllium phthalocyaninato(2-) complexes that crystallise with solvent molecule, 2-picoline (1a) or 3-picoline (Ila). Single crystal analyses show 4 + 1 coordination of the Be(II) ion in these complexes. It is equatorially ligated by the four N-isoindole atoms of Pc macrocycle and axially by the N-ring atom of 3-Mepy (11) or by 0 atom of water in la and Ila. Interaction of the central Be(II) ion of the BePc with axial N or O donating ligands leads to the saucer-shape form of Pc macrocycle and deviates the Be(U) from the N-4-isoindole plane by similar to 0.31 angstrom. Thus, pi-pi interaction between the pi-clouds of Pc aromatic macrorings in 11 and additionally the C-H... N hydrogen bonds in la and Ila are the forces responsible for the stabilisation of the molecular arrangement in the crystals. Thermogravimetric analyses confirm the compositions of the complexes. (C) 2009 Elsevier B.V. All rights reserved.