Multi-heteroatom doped nanographenes: enhancing photosensitization capacity by forming an electron donor-acceptor architecture.

Systematically tuning and optimizing the properties of synthetic nanographenes (NGs) is particularly important for NG applications in diverse areas. Herein, by devising novel electron donor-acceptor (D-A) type structures, we reported a series of multi-heteroatom-doped NGs possessing an electron-rich chalcogen and electron-deficient pyrimidine or pyrimidinium rings. Comprehensive experimental and theoretical investigations revealed significantly different physical, optical, and energetic properties compared to the non-doped HBC or chalcogen-doped, non-D-A analogues.

Cycl[2,2,4]azine-embedded non-alternant nanographenes containing fused antiaromatic azepine ring.

The development of non-alternant nanographenes has attracted considerable attention due to their unique photophysical properties. Herein, we reported a novel aza-doped, non-alternant nanographene (NG) 1 by embedding the cycl[2,2,4]azine unit into the benzenoid NG framework. Single-crystal X-ray diffractometry suggests saddle or twisted nonplanar geometry of the entire backbone of 1 and coplanar conformation of the cycl[2,2,4]azine unit.

Chalcogen-doped, ()-hexabenzocoronene-based nanographenes: synthesis, properties, and chalcogen extrusion conversion.

A series of chalcogen-doped nanographenes (NGs) and their oxides are described. Their molecular design is conceptually based on the insertion of different chalcogens into the hexa--hexabenzocoronene (HBC) backbone. All the NGs adopt nonplanar conformations, which would show better solubility compared to planar HBC.