6533b860fe1ef96bd12c38ab

RESEARCH PRODUCT

Cruciform Electron Acceptors Based on Tetraindeno-Fused Spirofluorene

Debin XiaXin GuoMartin BaumgartenManfred WagnerKlaus MüllenDieter Schollmeyer

subject

chemistry.chemical_classification010405 organic chemistryStackingGeneral ChemistryElectron acceptor010402 general chemistryCondensed Matter Physics01 natural sciencesElectron transport chain0104 chemical sciencesCrystallographychemistryElectron affinity (data page)CruciformGeneral Materials ScienceCyclic voltammetryHOMO/LUMO

description

Two cruciform tetraindenospirofluorene-based acceptors embedding carbonyl (Spiro-4O) and dicyanovinylene (Spiro-8CN) functionalities are synthesized in high yields. Single-crystal X-ray analysis reveals a one-dimensional π–π stacking arrangement for Spiro-4O, while Spiro-8CN adopts a unique two-dimensional isotropic π-interaction. Cyclic voltammetry suggests a high electron affinity of −3.76 eV for Spiro-8CN. Such a packing motif and low LUMO energy for Spiro-8CN are important for bulk electron transport.

https://doi.org/10.1021/acs.cgd.7b00272