Mechanochemical synthesis of π-conjugated naphthotetrathiophene-based covalent organic frameworks and their post-modification <i>via</i> the Doebner reaction.

ABSTRACT: We report that mechanochemistry enables the synthesis of new π-conjugated covalent organic frameworks (COFs) based on naphthotetrathiophenetetracarbaldehydes 2TTN and 3TTN, expanding the scope of COF structures with two new isomeric tetradentate nodes. While recent studies have explored COF isomerism by varying bidentate linkers to tune electronic properties, the impact of node isomerism remains largely unexplored. Here, we overcome these limitations using mechanochemistry to access COFs based on insoluble fused polycyclic heteroaromatic monomers. These COFs exhibit broad absorption across the visible spectrum with 3TTN COFs showing a red-shifted absorption compared to their 2TTN-counterparts. Microwave-assisted post-modification of COFs via the Doebner reaction converts imin

SUBMITTER: Gohari MH 

PROVIDER: S-EPMC12421326 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature