Organic long persistent luminescence (OLPL) materials feature power law emission decay and minutes-/hours-long afterglow durations because of retarded charge recombination. Unlike conventional room-temperature phosphorescence (RTP) and thermally activated delayed fluorescence (TADF) afterglow, the emergence of OLPL must include a charge separation process in its photophysical mechanism; consequently, the reported OLPL examples are much fewer than conventional afterglow materials. The incorporation of an electron donor or acceptor is conceived to interact with the long-lived excited state in conventional afterglow system, aiming to induce charge separation. Here, the study first builds two-component RTP/TADF afterglow systems composed of difluoroboron beta-diketonate (BF(2)bdk) dopants and organic crystalline matrices, and then introduces an electron-donating component into the two-component BF(2)bdk-matrix systems to enable the charge separation processes. The resultant three-component materials exhibit visible-light-excitable OLPL afterglow lasting for several hours under ambient condition. Leveraging the efficient harvesting of singlet/triplet excitons by BF(2)bdk and the protective environment provided by the crystalline matrix, the three-component materials exhibit an estimated OLPL efficiency of approximate to 10% and display OLPL brightness comparable to inorganic Sr2Al14O25/Eu2+, Dy3+ materials. Furthermore, the obtained OLPL materials show promising applications in afterglow displays and information storage, marking a significant step toward practical implementations of organic afterglow materials.

The cyanodifluoromethyl group (-CF2CN) has emerged as a valuable fluorinated motif, with growing recognition for its potential applications in medicinal chemistry and materials science. However, its efficient incorporation into organic compounds remains a synthetic challenge. Herein, we report a copper-promoted reductive cross-coupling protocol for the cyanodifluoromethylation of (hetero)aryl iodides using bromodifluoroacetonitrile (BrCF2CN) as a cost-effective and readily available reagent. This method demonstrates broad substrate compatibility, delivering target products in moderate to good yields under mild and operationally simple conditions. Successful gram-scale synthesis and late-stage functionalization of complex molecules further highlight the utility of the protocol.

Targeting lysine residues with covalent inhibitors is challenging due to their abundance in the proteome and the protonation of lysine's epsilon-amino group, which diminishes its reactivity. This study introduces diethenyl sulfoximine (DESI) as a novel bio-orthogonal aminophilic electrophile that can react with lysine via double conjugate addition to form a cyclic adduct. The second addition promotes the entire and efficient electrophilic attack by the epsilon-amino of lysine on the ethenyl groups. DESI exhibits superior aqueous stability, overcoming the hydrolysis issue encountered by most reported lysine-targeting covalent agents. Incorporation of DESI in the allosteric pocket binder EAI045 of oncoprotein epidermal growth factor receptor (EGFR) yields compound 4, which specifically reacts to the catalytic lysine (Lys745). Compound 4 showed potent inhibition of EGFR-driven cell proliferation with IC50 values of 0.789 mu M and 1.22 mu M in engineered BaF3-EGFRL858R/T790M/C797S and NCI-H1975 cells, respectively, overcoming EAI045's limitation of lack of cellular potency as a single agent. Tyrosine kinases (TKs) panel profiling confirmed selectivity toward mutant EGFR while sparing the wild type with minimal off-targets. These findings highlight DESI's potential as a versatile strategy for targeting lysine residues irreversibly, offering solutions to overcome drug resistance in cancer therapy and advance next-generation precision medicines.

Introduction of twisted structures into low-dimensional graphene-based nanostructures has important ramifications on their inherent physical behavior. The fabrication of graphene derivatives with nonplanar characteristics remains challenging, especially for extended two-dimensional (2D) structures. Herein, we report the synthesis of a novel nonplanar [32]annulene porous carbon-based network that contains the narrowest periodic nanopores and exhibits the highest negative curvature among 2D nonplanar carbon-based nanostructures synthesized up to date. The success is driven by the dissymmetrical debromination and regioselective coupling reactions of precursor molecules on Au(111) surface, as corroborated by scanning tunneling microscopy (STM) and synchrotron radiation photoemission spectroscopy (SRPES). We characterize electronic properties of the [32]annulene porous carbon-based network with the aid of scanning tunneling spectroscopy (STS) and demonstrate a significant hole doping induced by interfacial charge transfer between the nonplanar nanoarchitecture and the Au(111) substrate.