2026-06-26T15:38:43Zhttps://docta.ucm.es/rest/oai/request

oai:docta.ucm.es:20.500.14352/1237632025-09-08T12:19:38Zcom_20.500.14352_14col_20.500.14352_15

Giant fully-fused tetrapodal rylenimides: Design, synthesis and optoelectrochemical characterization via alkyl chain and core engi-neering strategies Alonso-Navarro, Matías J. Suárez-Blas, Fátima Martínez, jose Ignacio Ramos, M. Mar Segura Castedo, José Luis 547 Aggregation Organic Semiconductor Rylenimide Optoelectrochemical Química orgánica (Química) 2306 Química Orgánica In this work, we report the synthesis and comprehensive characterization of a new series of fully fused three-dimensional rylenimide-based derivatives featuring extended π-conjugation through core-fusion strategies and tailored side-chain engineering at the imide nitrogen, resulting in molecular architectures with up to 19 fused rings. The effects of π-extension and alkyl/aryl imide substituents on the optical and electrochemical behavior were systematically studied using UV–vis spectroscopy, cyclic voltammetry, and density functional theory calculations. The results demonstrate that combining π-extension with bulky solubilizing groups effectively suppresses undesired π–π interactions, enhances electronic delocalization, and improves device-relevant properties. This molecular design strategy offers a promising platform for the development of next-generation functional n-type organic semiconductors. MICINN Comunidad de Madrid MICINN Depto. de Química Orgánica Fac. de Ciencias Químicas TRUE pub 2025-09-08T12:19:38Z 2025-09-08T12:19:38Z 2025-08-08 journal article https://hdl.handle.net/20.500.14352/123763 XXXX-XXXX 10.1021/acs.orglett.5c02655 eng PID2022-138908NB-C33 TED2021-129886BC43 EC-2024/ECO-332 Org. Lett, 20025, published online 25 August 2025, https://doi.org/10.1021/acs.orglett.5c02655 open access application/vnd.openxmlformats-officedocument.wordprocessingml.document American Chemical Society