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

45 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

Keywords

Ball-type
CO Sensing
Electrochemistry
Phthalocyanine

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10.1016/j.tetlet.2008.05.065

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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.",

keywords = "Ball-type, CO Sensing, Electrochemistry, Phthalocyanine",

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

year = "2008",

month = jul,

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doi = "10.1016/j.tetlet.2008.05.065",

language = "English",

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journal = "Tetrahedron Letters",

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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.

KW - Ball-type

KW - CO Sensing

KW - Electrochemistry

KW - Phthalocyanine

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DO - 10.1016/j.tetlet.2008.05.065

M3 - Article

AN - SCOPUS:44749090803

SN - 0040-4039

VL - 49

SP - 4483

EP - 4486

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 29-30

ER -

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

Abstract

Keywords

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