Soluble and stable zethrenebis(dicarboximide) and its quinone

Zhe Sun; Kuo-Wei Huang; Jishan Wu

doi:10.1021/ol102088j

Soluble and stable zethrenebis(dicarboximide) and its quinone

Zhe Sun, Kuo-Wei Huang, Jishan Wu

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69 Scopus citations

Abstract

Soluble and stable zethrenebis(dicarboximide) (1) was synthesized by an in situ Stille cross coupling/transannular cyclization reaction. 1 showed largely improved photostability and solubility compared with the very unstable zethrene and it also exhibited far-red absorption and emission with high photoluminescence quantum yield. Bromination of 1 with NBS/DMF gave its quinone form 2 via an unusual pathway. © 2010 American Chemical Society.

Original language	English (US)
Pages (from-to)	4690-4693
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	20
DOIs	https://doi.org/10.1021/ol102088j
State	Published - Oct 15 2010

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: J W would like to acknowledge financial support from 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) K-W H acknowledges the financial support from KAUST

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Physical and Theoretical Chemistry

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AU - Huang, Kuo-Wei

AU - Wu, Jishan

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N2 - Soluble and stable zethrenebis(dicarboximide) (1) was synthesized by an in situ Stille cross coupling/transannular cyclization reaction. 1 showed largely improved photostability and solubility compared with the very unstable zethrene and it also exhibited far-red absorption and emission with high photoluminescence quantum yield. Bromination of 1 with NBS/DMF gave its quinone form 2 via an unusual pathway. © 2010 American Chemical Society.

AB - Soluble and stable zethrenebis(dicarboximide) (1) was synthesized by an in situ Stille cross coupling/transannular cyclization reaction. 1 showed largely improved photostability and solubility compared with the very unstable zethrene and it also exhibited far-red absorption and emission with high photoluminescence quantum yield. Bromination of 1 with NBS/DMF gave its quinone form 2 via an unusual pathway. © 2010 American Chemical Society.

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Soluble and stable zethrenebis(dicarboximide) and its quinone

Abstract

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