N-annulated perylene fused porphyrins with enhanced near-IR absorption and emission

Chongjun Jiao; Kuo-Wei Huang; Zhenping Guan; Qinghua Xu; Jishan Wu

doi:10.1021/ol1016383

N-annulated perylene fused porphyrins with enhanced near-IR absorption and emission

Chongjun Jiao, Kuo-Wei Huang, Zhenping Guan, Qinghua Xu, Jishan Wu

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

93 Scopus citations

Abstract

N-Annulated perylene fused porphyrins 1 and 2 were synthesized by oxidative dehydrogenation using a Sc(OTf)3/DDQ system. These newly synthesized hybrid molecules are highly soluble in organic solvents and exhibit remarkably intense near-IR absorption, as well as detectable photoluminescence quantum yields, all of which are comparable to or even exceed those of either meso-β doubly linked porphyrin dimer/trimer or bis/tri-N-annulated rylenes. © 2010 American Chemical Society.

Original language	English (US)
Pages (from-to)	4046-4049
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	18
DOIs	https://doi.org/10.1021/ol1016383
State	Published - Sep 17 2010

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Physical and Theoretical Chemistry

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10.1021/ol1016383

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title = "N-annulated perylene fused porphyrins with enhanced near-IR absorption and emission",

abstract = "N-Annulated perylene fused porphyrins 1 and 2 were synthesized by oxidative dehydrogenation using a Sc(OTf)3/DDQ system. These newly synthesized hybrid molecules are highly soluble in organic solvents and exhibit remarkably intense near-IR absorption, as well as detectable photoluminescence quantum yields, all of which are comparable to or even exceed those of either meso-β doubly linked porphyrin dimer/trimer or bis/tri-N-annulated rylenes. {\textcopyright} 2010 American Chemical Society.",

author = "Chongjun Jiao and Kuo-Wei Huang and Zhenping Guan and Qinghua Xu and Jishan Wu",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: This work was financially supported by Singapore DSTA DIRP Project (DSTA-NUS-DIRP/2008/03), the NRF Competitive Research Program (R-143-000-360-281), and NUS Young Investigator Award (R-143-000-356-101) to J.W. and a KAUST baseline funding to K.-W.H.",

year = "2010",

month = sep,

day = "17",

doi = "10.1021/ol1016383",

language = "English (US)",

volume = "12",

pages = "4046--4049",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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TY - JOUR

T1 - N-annulated perylene fused porphyrins with enhanced near-IR absorption and emission

AU - Jiao, Chongjun

AU - Huang, Kuo-Wei

AU - Guan, Zhenping

AU - Xu, Qinghua

AU - Wu, Jishan

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: This work was financially supported by Singapore DSTA DIRP Project (DSTA-NUS-DIRP/2008/03), the NRF Competitive Research Program (R-143-000-360-281), and NUS Young Investigator Award (R-143-000-356-101) to J.W. and a KAUST baseline funding to K.-W.H.

PY - 2010/9/17

Y1 - 2010/9/17

N2 - N-Annulated perylene fused porphyrins 1 and 2 were synthesized by oxidative dehydrogenation using a Sc(OTf)3/DDQ system. These newly synthesized hybrid molecules are highly soluble in organic solvents and exhibit remarkably intense near-IR absorption, as well as detectable photoluminescence quantum yields, all of which are comparable to or even exceed those of either meso-β doubly linked porphyrin dimer/trimer or bis/tri-N-annulated rylenes. © 2010 American Chemical Society.

AB - N-Annulated perylene fused porphyrins 1 and 2 were synthesized by oxidative dehydrogenation using a Sc(OTf)3/DDQ system. These newly synthesized hybrid molecules are highly soluble in organic solvents and exhibit remarkably intense near-IR absorption, as well as detectable photoluminescence quantum yields, all of which are comparable to or even exceed those of either meso-β doubly linked porphyrin dimer/trimer or bis/tri-N-annulated rylenes. © 2010 American Chemical Society.

UR - http://hdl.handle.net/10754/561523

UR - https://pubs.acs.org/doi/10.1021/ol1016383

UR - http://www.scopus.com/inward/record.url?scp=77956581195&partnerID=8YFLogxK

U2 - 10.1021/ol1016383

DO - 10.1021/ol1016383

M3 - Article

C2 - 20734983

SN - 1523-7060

VL - 12

SP - 4046

EP - 4049

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

N-annulated perylene fused porphyrins with enhanced near-IR absorption and emission

Abstract

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