Efficient singlet oxygen generation by triptycene substituted A3B type zinc(II) phthalocyanine photosensitizers

Bandar R. Al-Sohaimi; Mehmet Pişkin; Bader Ghanem; Shaya Y. Al-Raqa; Mahmut Durmuş

doi:10.1016/j.tetlet.2015.12.004

Efficient singlet oxygen generation by triptycene substituted A₃B type zinc(II) phthalocyanine photosensitizers

Bandar R. Al-Sohaimi, Mehmet Pişkin, Bader Ghanem, Shaya Y. Al-Raqa, Mahmut Durmuş^*

^*Corresponding author for this work

Advanced Membranes and Porous Materials Center

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

14 Scopus citations

Abstract

A₃B type unsymmetrical 8,11,15,18,22,25-hexadecyl-2,3-(9,10-dioctyl-6,7-dimethoxy-2,3-dioxytriptycene) (11) and 8,11,15,18,22,25-hexadecyl-2,3-(9,10-diundecyl-6,7-dimethoxy-2,3-dioxytriptycene) (12) zinc(II) phthalocyanines were synthesized for the first time. Their photophysical and photochemical properties were investigated as solutions in toluene and obtained values were compared with unsubstituted zinc(II) phthalocyanine for determination of substitution effect. Both newly synthesized phthalocyanines showed high singlet oxygen generation making them good candidates as photosensitizers for photocatalytic reactions.

Original language	English (US)
Pages (from-to)	300-304
Number of pages	5
Journal	Tetrahedron Letters
Volume	57
Issue number	3
DOIs	https://doi.org/10.1016/j.tetlet.2015.12.004
State	Published - Jan 20 2016

Keywords

Photosensitizer
Phthalocyanine
Singlet oxygen
Triptycene
Zinc

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2015.12.004

Cite this

@article{9bf0dc8cf84d419aa715fcf18dd5b4e4,

title = "Efficient singlet oxygen generation by triptycene substituted A3B type zinc(II) phthalocyanine photosensitizers",

abstract = "A3B type unsymmetrical 8,11,15,18,22,25-hexadecyl-2,3-(9,10-dioctyl-6,7-dimethoxy-2,3-dioxytriptycene) (11) and 8,11,15,18,22,25-hexadecyl-2,3-(9,10-diundecyl-6,7-dimethoxy-2,3-dioxytriptycene) (12) zinc(II) phthalocyanines were synthesized for the first time. Their photophysical and photochemical properties were investigated as solutions in toluene and obtained values were compared with unsubstituted zinc(II) phthalocyanine for determination of substitution effect. Both newly synthesized phthalocyanines showed high singlet oxygen generation making them good candidates as photosensitizers for photocatalytic reactions.",

keywords = "Photosensitizer, Phthalocyanine, Singlet oxygen, Triptycene, Zinc",

author = "Al-Sohaimi, {Bandar R.} and Mehmet Pi{\c s}kin and Bader Ghanem and Al-Raqa, {Shaya Y.} and Mahmut Durmu{\c s}",

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T1 - Efficient singlet oxygen generation by triptycene substituted A3B type zinc(II) phthalocyanine photosensitizers

AU - Al-Sohaimi, Bandar R.

AU - Pişkin, Mehmet

AU - Ghanem, Bader

AU - Al-Raqa, Shaya Y.

AU - Durmuş, Mahmut

PY - 2016/1/20

Y1 - 2016/1/20

N2 - A3B type unsymmetrical 8,11,15,18,22,25-hexadecyl-2,3-(9,10-dioctyl-6,7-dimethoxy-2,3-dioxytriptycene) (11) and 8,11,15,18,22,25-hexadecyl-2,3-(9,10-diundecyl-6,7-dimethoxy-2,3-dioxytriptycene) (12) zinc(II) phthalocyanines were synthesized for the first time. Their photophysical and photochemical properties were investigated as solutions in toluene and obtained values were compared with unsubstituted zinc(II) phthalocyanine for determination of substitution effect. Both newly synthesized phthalocyanines showed high singlet oxygen generation making them good candidates as photosensitizers for photocatalytic reactions.

AB - A3B type unsymmetrical 8,11,15,18,22,25-hexadecyl-2,3-(9,10-dioctyl-6,7-dimethoxy-2,3-dioxytriptycene) (11) and 8,11,15,18,22,25-hexadecyl-2,3-(9,10-diundecyl-6,7-dimethoxy-2,3-dioxytriptycene) (12) zinc(II) phthalocyanines were synthesized for the first time. Their photophysical and photochemical properties were investigated as solutions in toluene and obtained values were compared with unsubstituted zinc(II) phthalocyanine for determination of substitution effect. Both newly synthesized phthalocyanines showed high singlet oxygen generation making them good candidates as photosensitizers for photocatalytic reactions.

KW - Photosensitizer

KW - Phthalocyanine

KW - Singlet oxygen

KW - Triptycene

KW - Zinc

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