BN/BO Doping of peri-Acenoacenes: Modulating Excited States in Trapeziumene Congeners.

ABSTRACT: The rational design of polycyclic aromatic hydrocarbons that combine chemical and physical robustness with finely tuned optoelectronic properties remains a key challenge in materials science. As an initial step toward this goal, we report the synthesis and comprehensive characterization of a new class of boron-, nitrogen-, and oxygen-doped peri-acenoacenes, termed (2,5,4)-trapeziumene congeners. Analysis of these systems provides chemical descriptors that could guide the rational tailoring of their properties through peripheral doping. The target trapeziumene congeners were obtained via a sequence of Suzuki-Miyaura and Buchwald-Hartwig couplings, followed by directed borylation, giving both phenylborane and borinic derivatives with diverse peripheral doping sequences. Single-crystal X-ray

SUBMITTER: Poletto D 

PROVIDER: S-EPMC12559455 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature