Effect of peripheral substitution on the electronic absorption and magnetic circular dichroism (MCD) spectra of metal-free azo-coupled bisphthalocyanine

Ümit Salan; Nagao Kobayashi; Özer Bekaroǧlu

doi:10.1016/j.tetlet.2009.09.108

Effect of peripheral substitution on the electronic absorption and magnetic circular dichroism (MCD) spectra of metal-free azo-coupled bisphthalocyanine

Ümit Salan, Nagao Kobayashi, Özer Bekaroǧlu

SCI - Chemistry

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

16 Citations (Scopus)

Abstract

A new azo-coupled bisphthalocyanine is synthesized from the corresponding quinoxaline oxime which can be obtained by the reaction of s-trans-chloroethanedial with N{double bond, long}N conjugated metal-free phthalocyanine. The phthalocyanine is synthesized by the reaction of 4-nitro-o-phenylenediamine with 2-nitro-9,10,16,17,23,24-hexa(hexylthio)phthalocyanine. Novel compounds are characterized by elemental analysis, UV/vis, IR and ¹H NMR, and MALDI-TOF spectroscopy. The effect of the azo units on the position and intensity of the electronic absorption and magnetic circular dichroism (MCD) spectra of the bisphthalocyanine are examined for the N{double bond, long}N conjugated metal-free phthalocyanine.

Original language	English
Pages (from-to)	6775-6778
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	49
DOIs	https://doi.org/10.1016/j.tetlet.2009.09.108
Publication status	Published - 2009 Dec 9

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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@article{c00849f49b7b498ab4939690c4b5c001,

title = "Effect of peripheral substitution on the electronic absorption and magnetic circular dichroism (MCD) spectra of metal-free azo-coupled bisphthalocyanine",

abstract = "A new azo-coupled bisphthalocyanine is synthesized from the corresponding quinoxaline oxime which can be obtained by the reaction of s-trans-chloroethanedial with N{double bond, long}N conjugated metal-free phthalocyanine. The phthalocyanine is synthesized by the reaction of 4-nitro-o-phenylenediamine with 2-nitro-9,10,16,17,23,24-hexa(hexylthio)phthalocyanine. Novel compounds are characterized by elemental analysis, UV/vis, IR and 1H NMR, and MALDI-TOF spectroscopy. The effect of the azo units on the position and intensity of the electronic absorption and magnetic circular dichroism (MCD) spectra of the bisphthalocyanine are examined for the N{double bond, long}N conjugated metal-free phthalocyanine.",

author = "{\"U}mit Salan and Nagao Kobayashi and {\"O}zer Bekaroǧlu",

note = "Funding Information: We would like to thank The Research Foundation of Marmara University and the Commission of Scientific Research Project (BAPKO) [FEN-D-030408-0083] and the Turkish Academy of Sciences (TUBA).",

year = "2009",

month = dec,

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doi = "10.1016/j.tetlet.2009.09.108",

language = "English",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Effect of peripheral substitution on the electronic absorption and magnetic circular dichroism (MCD) spectra of metal-free azo-coupled bisphthalocyanine

AU - Salan, Ümit

AU - Kobayashi, Nagao

AU - Bekaroǧlu, Özer

N1 - Funding Information: We would like to thank The Research Foundation of Marmara University and the Commission of Scientific Research Project (BAPKO) [FEN-D-030408-0083] and the Turkish Academy of Sciences (TUBA).

PY - 2009/12/9

Y1 - 2009/12/9

N2 - A new azo-coupled bisphthalocyanine is synthesized from the corresponding quinoxaline oxime which can be obtained by the reaction of s-trans-chloroethanedial with N{double bond, long}N conjugated metal-free phthalocyanine. The phthalocyanine is synthesized by the reaction of 4-nitro-o-phenylenediamine with 2-nitro-9,10,16,17,23,24-hexa(hexylthio)phthalocyanine. Novel compounds are characterized by elemental analysis, UV/vis, IR and 1H NMR, and MALDI-TOF spectroscopy. The effect of the azo units on the position and intensity of the electronic absorption and magnetic circular dichroism (MCD) spectra of the bisphthalocyanine are examined for the N{double bond, long}N conjugated metal-free phthalocyanine.

AB - A new azo-coupled bisphthalocyanine is synthesized from the corresponding quinoxaline oxime which can be obtained by the reaction of s-trans-chloroethanedial with N{double bond, long}N conjugated metal-free phthalocyanine. The phthalocyanine is synthesized by the reaction of 4-nitro-o-phenylenediamine with 2-nitro-9,10,16,17,23,24-hexa(hexylthio)phthalocyanine. Novel compounds are characterized by elemental analysis, UV/vis, IR and 1H NMR, and MALDI-TOF spectroscopy. The effect of the azo units on the position and intensity of the electronic absorption and magnetic circular dichroism (MCD) spectra of the bisphthalocyanine are examined for the N{double bond, long}N conjugated metal-free phthalocyanine.

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DO - 10.1016/j.tetlet.2009.09.108

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JO - Tetrahedron Letters

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