Synthesis, characterization, electrochemical and CO2 sensing properties of novel mono and ball-type phthalocyanines with four phenolphthalein units

Selçuk Altun; Ahmet Altindal; A. Riza Özkaya; Mustafa Bulut; Özer Bekaroǧlu

doi:10.1016/j.tetlet.2008.05.065

Synthesis, characterization, electrochemical and CO₂ sensing properties of novel mono and ball-type phthalocyanines with four phenolphthalein units

Selçuk Altun, Ahmet Altindal, A. Riza Özkaya, Mustafa Bulut, Özer Bekaroǧlu^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

46 Citations (Scopus)

Abstract

The novel mono metallo [Zn(II) 4 and Co(II) 5] and ball-type or cofacial bis-metallo [Zn(II) 6 and Co(II) 7] phthalocyanines have been synthesized from 3, which can be obtained by the reaction of 4-nitrophthalonitrile 1 with 3,3-bis(4-hydroxy-phenyl)isobenzofuran-1(3H)-one 2 (phenolphthalein). The phthalocyanines have been characterized by elemental analysis, UV-vis, IR, ¹H NMR, and mass spectroscopy. The redox behavior of the complexes was investigated by cyclic voltammetry and controlled-potential coulometry. The electrochemical measurements suggested the formation of mixed-valent species during the redox processes of bis-metallophthalocyanines 6 and 7, as a result of the intramolecular interactions between two cofacial Pc units. The effect of temperature on the CO₂ sensing properties of a spin-coated thin film of 7 was also investigated.

Original language	English
Pages (from-to)	4483-4486
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	29-30
DOIs	https://doi.org/10.1016/j.tetlet.2008.05.065
Publication status	Published - 21 Jul 2008
Externally published	Yes

Funding

This work was supported partly by the Turkish Academy of Sciences (TUBA), TUBITAK (Project Nos. 106T326 and 107T834), and The Research Fund of Marmara University.

Funders	Funder number
TUBA
TUBITAK	106T326, 107T834
Türkiye Bilimler Akademisi
Marmara Üniversitesi

Keywords

Ball-type
CO Sensing
Electrochemistry
Phthalocyanine

Access to Document

10.1016/j.tetlet.2008.05.065

Cite this

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title = "Synthesis, characterization, electrochemical and CO2 sensing properties of novel mono and ball-type phthalocyanines with four phenolphthalein units",

abstract = "The novel mono metallo [Zn(II) 4 and Co(II) 5] and ball-type or cofacial bis-metallo [Zn(II) 6 and Co(II) 7] phthalocyanines have been synthesized from 3, which can be obtained by the reaction of 4-nitrophthalonitrile 1 with 3,3-bis(4-hydroxy-phenyl)isobenzofuran-1(3H)-one 2 (phenolphthalein). The phthalocyanines have been characterized by elemental analysis, UV-vis, IR, 1H NMR, and mass spectroscopy. The redox behavior of the complexes was investigated by cyclic voltammetry and controlled-potential coulometry. The electrochemical measurements suggested the formation of mixed-valent species during the redox processes of bis-metallophthalocyanines 6 and 7, as a result of the intramolecular interactions between two cofacial Pc units. The effect of temperature on the CO2 sensing properties of a spin-coated thin film of 7 was also investigated.",

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author = "Sel{\c c}uk Altun and Ahmet Altindal and {Riza {\"O}zkaya}, A. and Mustafa Bulut and {\"O}zer Bekaroǧlu",

year = "2008",

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T1 - Synthesis, characterization, electrochemical and CO2 sensing properties of novel mono and ball-type phthalocyanines with four phenolphthalein units

AU - Altun, Selçuk

AU - Altindal, Ahmet

AU - Riza Özkaya, A.

AU - Bulut, Mustafa

AU - Bekaroǧlu, Özer

PY - 2008/7/21

Y1 - 2008/7/21

N2 - The novel mono metallo [Zn(II) 4 and Co(II) 5] and ball-type or cofacial bis-metallo [Zn(II) 6 and Co(II) 7] phthalocyanines have been synthesized from 3, which can be obtained by the reaction of 4-nitrophthalonitrile 1 with 3,3-bis(4-hydroxy-phenyl)isobenzofuran-1(3H)-one 2 (phenolphthalein). The phthalocyanines have been characterized by elemental analysis, UV-vis, IR, 1H NMR, and mass spectroscopy. The redox behavior of the complexes was investigated by cyclic voltammetry and controlled-potential coulometry. The electrochemical measurements suggested the formation of mixed-valent species during the redox processes of bis-metallophthalocyanines 6 and 7, as a result of the intramolecular interactions between two cofacial Pc units. The effect of temperature on the CO2 sensing properties of a spin-coated thin film of 7 was also investigated.

AB - The novel mono metallo [Zn(II) 4 and Co(II) 5] and ball-type or cofacial bis-metallo [Zn(II) 6 and Co(II) 7] phthalocyanines have been synthesized from 3, which can be obtained by the reaction of 4-nitrophthalonitrile 1 with 3,3-bis(4-hydroxy-phenyl)isobenzofuran-1(3H)-one 2 (phenolphthalein). The phthalocyanines have been characterized by elemental analysis, UV-vis, IR, 1H NMR, and mass spectroscopy. The redox behavior of the complexes was investigated by cyclic voltammetry and controlled-potential coulometry. The electrochemical measurements suggested the formation of mixed-valent species during the redox processes of bis-metallophthalocyanines 6 and 7, as a result of the intramolecular interactions between two cofacial Pc units. The effect of temperature on the CO2 sensing properties of a spin-coated thin film of 7 was also investigated.

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