Abstract
Stepwise cyanation of tetrabromonaphthalenediimide (NDI) 1 gave a series of cyanated NDIs 2-5 with the monocyanated NDI 2 and dicyanated NDI 3 isolated. The tri- and tetracyano- NDIs 4 and 5 show intrinsic instability toward moisture because of their extremely low-lying LUMO energy levels. The partially cyanated intermediates can be utilized as air-stable n-type semiconductors with OFET electron mobility up to 0.05 cm 2 V -1 s -1. © 2012 American Chemical Society.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2964-2967 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 14 |
| Issue number | 12 |
| DOIs | |
| State | Published - May 25 2012 |
Bibliographical note
KAUST Repository Item: Exported on 2020-10-01Acknowledgements: C.C. acknowledges financial support from the National University of Singapore start-up grant R-143-000-486-133 and MOE AcRF FRC grant R-143-000-444-112. K.-W.H. acknowledges financial support from KAUST. We thank Dr. Tan Geok Kheng at NUS for crystallographic analysis.
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Physical and Theoretical Chemistry
Fingerprint
Dive into the research topics of 'Stepwise cyanation of naphthalene diimide for n-channel field-effect transistors'. Together they form a unique fingerprint.Datasets
-
CCDC 893180: Experimental Crystal Structure Determination : 5,10-bis((4-t-butylphenyl)sulfanyl)-2,7-dioctyl-1,3,6,8-tetraoxo-1,2,3,6,7,8-hexahydrobenzo[lmn][3,8]phenanthroline-4,9-dicarbonitrile chloroform solvate
Chang, J. (Creator), Ye, Q. (Creator), Huang, K. (Creator), Zhang, J. (Creator), Chen, Z. (Creator), Wu, J. (Creator), Chi, C. (Creator), Chang, J. (Creator), Ye, Q. (Creator), Zhang, J. (Creator), Chen, Z. (Creator), Wu, J. (Creator), Chi, C. (Creator), Chang, J. (Creator), Ye, Q. (Creator), Zhang, J. (Creator), Chen, Z. (Creator), Wu, J. (Creator) & Chi, C. (Creator), Cambridge Crystallographic Data Centre, 2012
DOI: 10.5517/ccyzf8l, http://hdl.handle.net/10754/624730
Dataset