Abstract Incorporating perylene diimide (PDI) units into helicene structures has become a useful strategy for giving access to non‐planar electron acceptors as well as a method of creating molecules with unique and intriguing chiroptical properties. This minireview describes this fusion of PDIs with helicenes.
more »
« less
Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules
- Award ID(s):
- 1709005
- PAR ID:
- 10054284
- Date Published:
- Journal Name:
- Chemistry of Materials
- Volume:
- 29
- Issue:
- 16
- ISSN:
- 0897-4756
- Page Range / eLocation ID:
- 6726 to 6732
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
More Like this
-
-
Abstract This work reports the synthesis and self‐assembly of perylene diimide (PDI)‐containing macrocycles designed for facile and high‐throughput production of shape‐persistent, macrocyclic organic electronic materials. Specifically, utilizing dynamic covalent chemistry (DCvC), this work showcases ditopic thiols can be utilized as building blocks toward 3D materials with defined porosity, low‐lying unoccupied molecular orbitals, and intrinsic fluorescence. The PDI disulfide‐linked macrocycles are generated in a single step from the thiolic building block to yield dimeric through pentameric assemblies in overall 95% combined yield; moreover, following self‐assembly, the disulfide ensemble is sulfur extruded to the more kinetically stable thioether in 79% combined yield. The modular design suggests these methods can be used to easily self‐assemble other electronically active precursors for utility in porous macrocyclic materials where stepwise pathways may be laborious and/or low yielding.more » « less
An official website of the United States government

