Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission

The design and synthesis of a type of [1 + 4 + 2] four-layer framework have been conducted by taking advantage of Suzuki-Miyaura cross-coupling and group-assisted purification (GAP) chemistry. The optimized coupling of double-layer diboronic esters with 1-bromo-naphth-2-yl phosphine oxides resulted...

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Bibliographic Details
Published in:Frontiers in chemistry 2023-08, Vol.11, p.1259609
Main Authors: Zhang, Sai, Chen, Daixiang, Wang, Jia-Yin, Yan, Shenghu, Li, Guigen
Format: Article
Language:English
Subjects:
AIE
Chemistry
GAP chemistry
multilayer folding molecules
phosphine oxides
Suzuki–Miyaura coupling
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Summary:The design and synthesis of a type of [1 + 4 + 2] four-layer framework have been conducted by taking advantage of Suzuki-Miyaura cross-coupling and group-assisted purification (GAP) chemistry. The optimized coupling of double-layer diboronic esters with 1-bromo-naphth-2-yl phosphine oxides resulted in a series of multilayer folding targets, showing a broad scope of substrates and moderate to excellent yields. The final products were purified using group-assisted purification chemistry/technology, achieved simply by washing crude products with 95% EtOH without the use of chromatography and recrystallization. The structures were fully characterized and assigned by performing X-ray crystallographic analysis. UV-vis absorption, photoluminescence (PL), and aggregation-induced emission (AIE) were studied for the resulting multilayer folding products.
ISSN:2296-2646
2296-2646
DOI:10.3389/fchem.2023.1259609