Synthesis, excitation energy transfer and singlet oxygen photogeneration of covalently linked N-confused porphyrin-porphyrin and Zn(II) porphyrin dyads

Chun Ting Poon; Shunsheng Zhao; Rick W K WONG; Daniel W J KWONG

doi:10.1016/j.tetlet.2009.11.101

Synthesis, excitation energy transfer and singlet oxygen photogeneration of covalently linked N-confused porphyrin-porphyrin and Zn(II) porphyrin dyads

Chun Ting Poon
, Shunsheng Zhao
, Rick W K WONG^*
, Daniel W J KWONG

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

25 Citations (Scopus)

Abstract

Dyads of a N-confused porphyrin (NCP) moiety covalently linked to a porphyrin free-base (H₂P) or a zinc(II) porphyrinate (ZnP) moiety via a flexible alkyl chain of variable length have been synthesized. Photoluminescence study demonstrated an efficient excitation energy transfer from H₂P/ZnP moiety to the NCP moiety. Measurement of the near-IR emission of singlet oxygen produced by these dyads via photosensitization showed that the NCP-ZnP dyads (F{cyrillic}_Δ = (0.61-0.65) ± 0.13) were better ¹O₂ generators than the NCP-P dyads (F{cyrillic}_Δ = (0.36-0.41) ± 0.08).

Original language	English
Pages (from-to)	664-668
Number of pages	5
Journal	Tetrahedron Letters
Volume	51
Issue number	4
DOIs	https://doi.org/10.1016/j.tetlet.2009.11.101
Publication status	Published - 27 Jan 2010

User-Defined Keywords

Bisporphyrin
Energy transfer
N-confused porphyrin
Porphyrin
Singlet oxygen

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10.1016/j.tetlet.2009.11.101

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@article{a3cd621c75fb41afbe3078ebb4f43ca8,

title = "Synthesis, excitation energy transfer and singlet oxygen photogeneration of covalently linked N-confused porphyrin-porphyrin and Zn(II) porphyrin dyads",

abstract = "Dyads of a N-confused porphyrin (NCP) moiety covalently linked to a porphyrin free-base (H2P) or a zinc(II) porphyrinate (ZnP) moiety via a flexible alkyl chain of variable length have been synthesized. Photoluminescence study demonstrated an efficient excitation energy transfer from H2P/ZnP moiety to the NCP moiety. Measurement of the near-IR emission of singlet oxygen produced by these dyads via photosensitization showed that the NCP-ZnP dyads (F\{cyrillic\}Δ = (0.61-0.65) ± 0.13) were better 1O2 generators than the NCP-P dyads (F\{cyrillic\}Δ = (0.36-0.41) ± 0.08).",

keywords = "Bisporphyrin, Energy transfer, N-confused porphyrin, Porphyrin, Singlet oxygen",

author = "Poon, \{Chun Ting\} and Shunsheng Zhao and WONG, \{Rick W K\} and KWONG, \{Daniel W J\}",

note = "Funding Information: We thank Hong Kong Baptist University ( FRG/07-08/II-58 ) and Hong Kong Research Grants Council ( HKBU 202308 ) for financial support. ",

year = "2010",

month = jan,

day = "27",

doi = "10.1016/j.tetlet.2009.11.101",

language = "English",

volume = "51",

pages = "664--668",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "4",

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TY - JOUR

T1 - Synthesis, excitation energy transfer and singlet oxygen photogeneration of covalently linked N-confused porphyrin-porphyrin and Zn(II) porphyrin dyads

AU - Poon, Chun Ting

AU - Zhao, Shunsheng

AU - WONG, Rick W K

AU - KWONG, Daniel W J

N1 - Funding Information: We thank Hong Kong Baptist University ( FRG/07-08/II-58 ) and Hong Kong Research Grants Council ( HKBU 202308 ) for financial support.

PY - 2010/1/27

Y1 - 2010/1/27

N2 - Dyads of a N-confused porphyrin (NCP) moiety covalently linked to a porphyrin free-base (H2P) or a zinc(II) porphyrinate (ZnP) moiety via a flexible alkyl chain of variable length have been synthesized. Photoluminescence study demonstrated an efficient excitation energy transfer from H2P/ZnP moiety to the NCP moiety. Measurement of the near-IR emission of singlet oxygen produced by these dyads via photosensitization showed that the NCP-ZnP dyads (F{cyrillic}Δ = (0.61-0.65) ± 0.13) were better 1O2 generators than the NCP-P dyads (F{cyrillic}Δ = (0.36-0.41) ± 0.08).

AB - Dyads of a N-confused porphyrin (NCP) moiety covalently linked to a porphyrin free-base (H2P) or a zinc(II) porphyrinate (ZnP) moiety via a flexible alkyl chain of variable length have been synthesized. Photoluminescence study demonstrated an efficient excitation energy transfer from H2P/ZnP moiety to the NCP moiety. Measurement of the near-IR emission of singlet oxygen produced by these dyads via photosensitization showed that the NCP-ZnP dyads (F{cyrillic}Δ = (0.61-0.65) ± 0.13) were better 1O2 generators than the NCP-P dyads (F{cyrillic}Δ = (0.36-0.41) ± 0.08).

KW - Bisporphyrin

KW - Energy transfer

KW - N-confused porphyrin

KW - Porphyrin

KW - Singlet oxygen

UR - https://www.scopus.com/pages/publications/72149131174

U2 - 10.1016/j.tetlet.2009.11.101

DO - 10.1016/j.tetlet.2009.11.101

M3 - Journal article

AN - SCOPUS:72149131174

SN - 0040-4039

VL - 51

SP - 664

EP - 668

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 4

ER -

Synthesis, excitation energy transfer and singlet oxygen photogeneration of covalently linked N-confused porphyrin-porphyrin and Zn(II) porphyrin dyads

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