title: Regioselective photocyclization to prepare multifunctional blocks for ladder-conjugated materials.
abstract: Multifunctional building blocks 8 and 9 were efficiently synthesized by fusing a perylene-3,4,9,10-tetracarboxylic acid bisimide (PBI) core with o-phenylenediamine, and they were condensed with a pyrenedione and a pyrenetetraone, respectively, to construct new ladder-type conjugated oligomers 12 and 13. In the key photocyclization step, an unusual regioselectivity at the position ortho to the nitro group was discovered in the coupling of the o-nitroaniline functional units at the bay sites of PBI. Bulk-heterojunction solar cells based on 12 and 13 as the acceptors exhibited reasonable performance.
authors: State Key Laboratory of Fine Chemicals, Dalian University of Technology, 2 Linggong Road, Dalian 116024, China.
authors: Zhenbo
authors: Z
authors: Zhao
authors: Youdi
authors: Y
authors: Zhang
authors: Yi
authors: Y
authors: Xiao
mesh_terms: D003500:Cyclization; D015394:Molecular Structure; D055668:Photochemical Processes; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011108:Polymers