Soluble and stable zethrenebis(dicarboximide) and its quinone

Sun, Zhe; Huang, Kuo-Wei; Wu, Jishan

Soluble and stable zethrenebis(dicarboximide) and its quinone

Type

Article

Authors

Sun, Zhe
Huang, Kuo-Wei

Wu, Jishan

KAUST Department

Biological and Environmental Sciences and Engineering (BESE) Division
Chemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division

Date

2010-10-15

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.

Citation

Sun, Z., Huang, K.-W., & Wu, J. (2010). Soluble and Stable Zethrenebis(dicarboximide) and Its Quinone. Organic Letters, 12(20), 4690–4693. doi:10.1021/ol102088j

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