title: KO(t)Bu-Initiated Aryl C-H Iodination: A Powerful Tool for the Synthesis of High Electron Affinity Compounds.
abstract: An efficient iodination reaction of electron-deficient heterocycles is described. The reaction utilizes KO(t)Bu 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.
authors.affiliation: Department of Chemistry, Emory University , Atlanta, Georgia 30322, United States.
authors.forename: Qinqin
authors.initials: Q
authors.lastname: Shi
authors.affiliation: School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics, Georgia Institute of Technology , Atlanta, Georgia 30332, United States.
authors.forename: Siyuan
authors.initials: S
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics, Georgia Institute of Technology , Atlanta, Georgia 30332, United States.
authors.forename: Junxiang
authors.initials: J
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, University of California-Irvine , Irvine, California 92697, United States.
authors.forename: Victoria F
authors.initials: VF
authors.lastname: Oswald
authors.affiliation: Physical Sciences and Engineering Division, King Abdullah University of Science and Technology (KAUST) , Thuwal 23955, Saudi Arabia.
authors.forename: Aram
authors.initials: A
authors.lastname: Amassian
authors.affiliation: School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics, Georgia Institute of Technology , Atlanta, Georgia 30332, United States.
authors.forename: Seth R
authors.initials: SR
authors.lastname: Marder
authors.affiliation: Department of Chemistry, Emory University , Atlanta, Georgia 30322, United States.
authors.forename: Simon B
authors.initials: SB
authors.lastname: Blakey