TY  - JOUR
A1  - Merz, Julia
A1  - Dietrich, Lena
A1  - Nitsch, Jörn
A1  - Krummenacher, Ivo
A1  - Braunschweig, Holger
A1  - Moos, Michael
A1  - Mims, David
A1  - Lambert, Christoph
A1  - Marder, Todd B.
T1  - Synthesis, Photophysical and Electronic Properties of Mono‐, Di‐, and Tri‐Amino‐Substituted Ortho‐Perylenes, and Comparison to the Tetra‐Substituted Derivative
T2  - Chemistry – A European Journal
N2  - We synthesized a series of new mono‐, di‐, tri‐ and tetra‐substituted perylene derivatives with strong bis(para‐methoxyphenyl)amine (DPA) donors at the uncommon 2,5,8,11‐positions. The properties of our new donor‐substituted perylenes were studied in detail to establish a structure‐property relationship. Interesting trends and unusual properties are observed for this series of new perylene derivatives, such as a decreasing charge transfer (CT) character with increasing number of DPA moieties and individual reversible oxidations for each DPA moiety. Thus, (DPA)‐Per possesses one reversible oxidation while (DPA)\(_{4}\)‐Per has four. The mono‐ and di‐substituted derivatives display unusually large Stokes shifts not previously reported for perylenes. Furthermore, transient absorption measurements of the new derivatives reveal an excited state with lifetimes of several hundred microseconds, which sensitizes singlet oxygen with quantum yields of up to 0.83.
KW  - borylation
KW  - intersystem crossing
KW  - luminescence
KW  - polycyclic aromatic hydrocarbon
KW  - triarylamine
Y1  - 2020
UR  - https://opus.bibliothek.uni-wuerzburg.de/frontdoor/index/index/docId/21783
UR  - https://nbn-resolving.org/urn:nbn:de:bvb:20-opus-217835
VL  - 26
IS  - 52
SP  - 12050
EP  - 12059
ER  -