Abstract
An efficient iodination reaction of electron-deficient heterocycles is described. The reaction utilizes KOtBu as an initiator and likely proceeds by a radical anion propagation mechanism. This new methodology is particularly effective for functionalization of building blocks for electron transport materials. Its utility is demonstrated with the synthesis of a new perylenediimide-thiazole non-fullerene acceptor capable of delivering a power conversion efficiency of 4.5% in a bulk-heterojunction organic solar cell. © 2016 American Chemical Society.
Original language | English (US) |
---|---|
Pages (from-to) | 3946-3949 |
Number of pages | 4 |
Journal | Journal of the American Chemical Society |
Volume | 138 |
Issue number | 12 |
DOIs | |
State | Published - Mar 21 2016 |
Fingerprint Dive into the research topics of 'KO t Bu-Initiated Aryl C–H Iodination: A Powerful Tool for the Synthesis of High Electron Affinity Compounds'. Together they form a unique fingerprint.
Datasets
-
CCDC 1436717: Experimental Crystal Structure Determination : 2-bromo-4,5-diiodo-1,3-thiazole
Shi, Q. (Creator), Zhang, S. (Creator), Zhang, J. (Creator), Oswald, V. F. (Creator), Amassian, A. (Creator), Marder, S. R. (Creator) & Blakey, S. B. (Creator), Dryad Digital Repository, 2016
DOI: 10.5517/ccdc.csd.cc1k70qj, http://hdl.handle.net/10754/624539
Dataset
-
CCDC 1436716: Experimental Crystal Structure Determination : 5-fluoro-4-iodo-2,1,3-benzothiadiazole
Shi, Q. (Creator), Zhang, S. (Creator), Zhang, J. (Creator), Oswald, V. F. (Creator), Amassian, A. (Creator), Marder, S. R. (Creator) & Blakey, S. B. (Creator), Dryad Digital Repository, 2016
DOI: 10.5517/ccdc.csd.cc1k70ph, http://hdl.handle.net/10754/624538
Dataset