Towards meso -Ester BODIPYs with Aggregation-Induced Emission Properties: The Effect of Substitution Positions

Ming Hui Chua; Yong Ni; Monalisa Garai; Bin Zheng; Kuo-Wei Huang; Qing Hua Xu; Jianwei Xu; Jishan Wu

doi:10.1002/asia.201500420

Towards meso -Ester BODIPYs with Aggregation-Induced Emission Properties: The Effect of Substitution Positions

Ming Hui Chua, Yong Ni, Monalisa Garai, Bin Zheng, Kuo-Wei Huang, Qing Hua Xu, Jianwei Xu, Jishan Wu

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

37 Scopus citations

Abstract

Three meso-ester boron dipyrromethene (BODIPY) dyes have been synthesized and functionalized with aggregation-induced emission (AIE)-active tetraphenylethene or triphenylethene moieties. It was found that functionalizing at the different positions of the BODIPY core resulted in the final dye having different emission properties in response to aggregation: from aggregation-induced quenching (ACQ) to being AIE active. X-ray crystallographic analysis was thus performed to provide an explanation for these differences. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Original language	English (US)
Pages (from-to)	1631-1634
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	10
Issue number	8
DOIs	https://doi.org/10.1002/asia.201500420
State	Published - Jun 17 2015

Access to Document

10.1002/asia.201500420

Cite this

@article{e699f104299147efb5e05b6f12a56c17,

title = "Towards meso -Ester BODIPYs with Aggregation-Induced Emission Properties: The Effect of Substitution Positions",

abstract = "Three meso-ester boron dipyrromethene (BODIPY) dyes have been synthesized and functionalized with aggregation-induced emission (AIE)-active tetraphenylethene or triphenylethene moieties. It was found that functionalizing at the different positions of the BODIPY core resulted in the final dye having different emission properties in response to aggregation: from aggregation-induced quenching (ACQ) to being AIE active. X-ray crystallographic analysis was thus performed to provide an explanation for these differences. {\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

author = "Chua, {Ming Hui} and Yong Ni and Monalisa Garai and Bin Zheng and Kuo-Wei Huang and Xu, {Qing Hua} and Jianwei Xu and Jishan Wu",

note = "KAUST Repository Item: Exported on 2020-10-01",

year = "2015",

month = jun,

day = "17",

doi = "10.1002/asia.201500420",

language = "English (US)",

volume = "10",

pages = "1631--1634",

journal = "Chemistry - An Asian Journal",

issn = "1861-4728",

publisher = "Wiley",

number = "8",

}

TY - JOUR

T1 - Towards meso -Ester BODIPYs with Aggregation-Induced Emission Properties: The Effect of Substitution Positions

AU - Chua, Ming Hui

AU - Ni, Yong

AU - Garai, Monalisa

AU - Zheng, Bin

AU - Huang, Kuo-Wei

AU - Xu, Qing Hua

AU - Xu, Jianwei

AU - Wu, Jishan

N1 - KAUST Repository Item: Exported on 2020-10-01

PY - 2015/6/17

Y1 - 2015/6/17

N2 - Three meso-ester boron dipyrromethene (BODIPY) dyes have been synthesized and functionalized with aggregation-induced emission (AIE)-active tetraphenylethene or triphenylethene moieties. It was found that functionalizing at the different positions of the BODIPY core resulted in the final dye having different emission properties in response to aggregation: from aggregation-induced quenching (ACQ) to being AIE active. X-ray crystallographic analysis was thus performed to provide an explanation for these differences. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

AB - Three meso-ester boron dipyrromethene (BODIPY) dyes have been synthesized and functionalized with aggregation-induced emission (AIE)-active tetraphenylethene or triphenylethene moieties. It was found that functionalizing at the different positions of the BODIPY core resulted in the final dye having different emission properties in response to aggregation: from aggregation-induced quenching (ACQ) to being AIE active. X-ray crystallographic analysis was thus performed to provide an explanation for these differences. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

UR - http://hdl.handle.net/10754/594269

UR - http://doi.wiley.com/10.1002/asia.201500420

UR - http://www.scopus.com/inward/record.url?scp=84938204174&partnerID=8YFLogxK

U2 - 10.1002/asia.201500420

DO - 10.1002/asia.201500420

M3 - Article

C2 - 26043727

SN - 1861-4728

VL - 10

SP - 1631

EP - 1634

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 8

ER -

Towards meso -Ester BODIPYs with Aggregation-Induced Emission Properties: The Effect of Substitution Positions

Abstract

Access to Document

Other files and links

Fingerprint

CCDC 1055169: Experimental Crystal Structure Determination : Ethyl 5,5-difluoro-3,7-bis(triphenylvinyl)-5H-4lambda5,5lambda5-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine-10-carboxylate

CCDC 1055170: Experimental Crystal Structure Determination : Methyl 5,5-difluoro-1,3,7,9-tetramethyl-2,8-bis(triphenylvinyl)-5H-4lambda5,5lambda5-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine-10-carboxylate tetrahydrofuran solvate

CCDC 1055168: Experimental Crystal Structure Determination : Methyl 5,5-difluoro-1,9-dimethyl-3,7-bis(2-(4-(triphenylvinyl)phenyl)vinyl)-5H-6lambda5,5lambda5-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine-10-carboxylate ethanol solvate sesquihydrate

Cite this

Towards meso -Ester BODIPYs with Aggregation-Induced Emission Properties: The Effect of Substitution Positions

Abstract

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 1055169: Experimental Crystal Structure Determination : Ethyl 5,5-difluoro-3,7-bis(triphenylvinyl)-5H-4lambda5,5lambda5-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine-10-carboxylate

CCDC 1055170: Experimental Crystal Structure Determination : Methyl 5,5-difluoro-1,3,7,9-tetramethyl-2,8-bis(triphenylvinyl)-5H-4lambda5,5lambda5-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine-10-carboxylate tetrahydrofuran solvate

CCDC 1055168: Experimental Crystal Structure Determination : Methyl 5,5-difluoro-1,9-dimethyl-3,7-bis(2-(4-(triphenylvinyl)phenyl)vinyl)-5H-6lambda5,5lambda5-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine-10-carboxylate ethanol solvate sesquihydrate

Cite this