Anthracene-fused BODIPYs as near-infrared dyes with high photostability

Lintao Zeng; Chongjun Jiao; Xiaobo Huang; Kuo-Wei Huang; Weeshong Chin; Jishan Wu

doi:10.1021/ol202493c

Anthracene-fused BODIPYs as near-infrared dyes with high photostability

Lintao Zeng, Chongjun Jiao, Xiaobo Huang, Kuo-Wei Huang, Weeshong Chin, Jishan Wu

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

88 Scopus citations

Abstract

An anthracene unit was successfully fused to the zigzag edge of a boron dipyrromethene (BODIPY) core by an FeCl 3-mediated oxidative cyclodehydrogenation reaction. Meanwhile, a dimer was also formed by both intramolecular cyclization and intermolecular coupling. The anthracene-fused BODIPY monomer 7a and dimer 7b showed small energy gaps (∼1.4 eV) and near-infrared absorption/emission. Moreover, they exhibited high photostability. © 2011 American Chemical Society.

Original language	English (US)
Pages (from-to)	6026-6029
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	22
DOIs	https://doi.org/10.1021/ol202493c
State	Published - Nov 18 2011

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Physical and Theoretical Chemistry

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10.1021/ol202493c

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title = "Anthracene-fused BODIPYs as near-infrared dyes with high photostability",

abstract = "An anthracene unit was successfully fused to the zigzag edge of a boron dipyrromethene (BODIPY) core by an FeCl 3-mediated oxidative cyclodehydrogenation reaction. Meanwhile, a dimer was also formed by both intramolecular cyclization and intermolecular coupling. The anthracene-fused BODIPY monomer 7a and dimer 7b showed small energy gaps (∼1.4 eV) and near-infrared absorption/emission. Moreover, they exhibited high photostability. {\textcopyright} 2011 American Chemical Society.",

author = "Lintao Zeng and Chongjun Jiao and Xiaobo Huang and Kuo-Wei Huang and Weeshong Chin and Jishan Wu",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: J.W. acknowledges financial support from the Singapore DSTA DIRP Project (DSTANUS-DIRP/2008/03), an NRF Competitive Research Program (R-143-000-360-281), and an A*Star BMRC grant (no. 10/1/21/19/642). K.-W.H. acknowledges financial support from KAUST.",

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doi = "10.1021/ol202493c",

language = "English (US)",

volume = "13",

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journal = "Organic Letters",

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TY - JOUR

T1 - Anthracene-fused BODIPYs as near-infrared dyes with high photostability

AU - Zeng, Lintao

AU - Jiao, Chongjun

AU - Huang, Xiaobo

AU - Huang, Kuo-Wei

AU - Chin, Weeshong

AU - Wu, Jishan

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: J.W. acknowledges financial support from the Singapore DSTA DIRP Project (DSTANUS-DIRP/2008/03), an NRF Competitive Research Program (R-143-000-360-281), and an A*Star BMRC grant (no. 10/1/21/19/642). K.-W.H. acknowledges financial support from KAUST.

PY - 2011/11/18

Y1 - 2011/11/18

N2 - An anthracene unit was successfully fused to the zigzag edge of a boron dipyrromethene (BODIPY) core by an FeCl 3-mediated oxidative cyclodehydrogenation reaction. Meanwhile, a dimer was also formed by both intramolecular cyclization and intermolecular coupling. The anthracene-fused BODIPY monomer 7a and dimer 7b showed small energy gaps (∼1.4 eV) and near-infrared absorption/emission. Moreover, they exhibited high photostability. © 2011 American Chemical Society.

AB - An anthracene unit was successfully fused to the zigzag edge of a boron dipyrromethene (BODIPY) core by an FeCl 3-mediated oxidative cyclodehydrogenation reaction. Meanwhile, a dimer was also formed by both intramolecular cyclization and intermolecular coupling. The anthracene-fused BODIPY monomer 7a and dimer 7b showed small energy gaps (∼1.4 eV) and near-infrared absorption/emission. Moreover, they exhibited high photostability. © 2011 American Chemical Society.

UR - http://hdl.handle.net/10754/561925

UR - https://pubs.acs.org/doi/10.1021/ol202493c

UR - http://www.scopus.com/inward/record.url?scp=80955122707&partnerID=8YFLogxK

U2 - 10.1021/ol202493c

DO - 10.1021/ol202493c

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SP - 6026

EP - 6029

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Anthracene-fused BODIPYs as near-infrared dyes with high photostability

Abstract

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