A subphthalocyanine-pyrene dyad: Electron transfer and singlet oxygen generation

Mohamed E. El-Khouly, Ahmed El-Refaey, Wonwoo Nam, Shunichi Fukuzumi, Özge Göktuǧ, Mahmut Durmuş

Research output: Contribution to journalArticlepeer-review

11 Scopus citations


A light harvesting subphthalocyanine-pyrene dyad has been synthesized and characterized by linking pyrene (Py) with subphthalocyanine (SubPc) at its axial position with the B-O bond through the para position of the benzene group. Upon photoexcitation at the pyrene unit of the dyad, an efficient electron transfer from the singlet-excited state of Py to SubPc was observed. The electron transfer features were also observed by exciting the SubPc entity, but with slower rates (∼108 s-1). From the electrochemical measurements, the negative driving forces for charge separation via both the singlet states of Py and SubPc in the polar solvents indicate that the electron transfer is thermodynamically feasible. Interestingly, the examined compounds showed relatively high efficiency for producing the singlet oxygen (ΦΔ = ∼0.70). The collected data suggested the usefulness of the examined subphthalocyanine-pyrene dyad as a model of light harvesting system, as well as a sensitizer for photodynamic therapy.

Original languageEnglish
Pages (from-to)1512-1518
Number of pages7
JournalPhotochemical and Photobiological Sciences
Issue number10
StatePublished - 2017

Bibliographical note

Funding Information:
This work was supported financially by the Science and Technology Development Fund (STDF), Egypt (Grant Numbers 5537 and 12436 to MEK) and JSPS KAKENHI (16H02268 to S.F.), Japan.

Publisher Copyright:
© The Royal Society of Chemistry and Owner Societies 2017.


Dive into the research topics of 'A subphthalocyanine-pyrene dyad: Electron transfer and singlet oxygen generation'. Together they form a unique fingerprint.

Cite this