Steric Gating of Excited-State Channel: Controllable AIE/RTP Switching through Tuning π-Bond Twisting

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: June 3, 2025

We demonstrate steric control of excited-state channel in π-conjugated 1,1'-bibenzo[f]isoindolylidenes through substituent-engineered C═C bond twisting. By tuning substituent bulkiness (R2), we achieve dynamic switching between aggregation-induced emission and dilute/dual-state fluorescence. The mechanical gating biradicaloid isomerization channels was confirmed by variable-temperature NMR EPR spectroscopy. π-twisting activates low-energy CI pathways for AIE generation, while excessive relocks molecular conformation, enabling solution-phase emission. This mechanism, validated TD-DFT analysis, demonstrates controllable fluorescence phosphorescence modulating the feasibility central bond, offering a novel strategy designing advanced (AIE) RTP-active molecules.

Language: Английский

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Single-Pot Reaction of Novel Fused Indolizine Derivatives

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

An unprecedented fused hexacyclic indolizine derivative generated by a single-pot reaction has been developed. This model overcomes the use of catalysts, inefficient atom economy, low yields, and limitations lengthy steps. Density functional theory calculations reveal mechanism in which oxygen molecule plays crucial role trapping penultimate zwitterionic or biradical intermediate to generate observed products.

Language: Английский

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Regio- and Diastereoselective Radical Dimerization Reactions for the Construction of Benzo[f]isoindole Dimers

Organic Letters, Journal Year: 2024, Volume and Issue: 26(13), P. 2580 - 2584

Published: March 25, 2024

This study presents a novel approach for synthesizing benzo[f]isoindole dimers, which involves cascade cyclization and oxidative radical dimerization. Our method allows the formation of up to five carbon–carbon bonds in single reaction, exhibiting remarkable diastereoselectivity regioselectivity. The mechanism regioselectivity were investigated through combination experiments calculations.

Language: Английский

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Biisoindolylidene solvatochromic fluorophores: Synthesis and photophysical properties

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 36(2), P. 109923 - 109923

Published: April 25, 2024

Language: Английский

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Construction of a wavelength tunable supramolecular fluorescent probe for serum albumin-mediated live cell imaging

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1325, P. 141001 - 141001

Published: Dec. 5, 2024

Language: Английский

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