Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Sai, Chen, Daixiang, Wang, Jia-Yin, Yan, Shenghu, Li, Guigen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10450629/
https://www.ncbi.nlm.nih.gov/pubmed/37638105
http://dx.doi.org/10.3389/fchem.2023.1259609
_version_ 1785095244208930816
author Zhang, Sai
Chen, Daixiang
Wang, Jia-Yin
Yan, Shenghu
Li, Guigen
author_facet Zhang, Sai
Chen, Daixiang
Wang, Jia-Yin
Yan, Shenghu
Li, Guigen
author_sort Zhang, Sai
collection PubMed
description 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.
format Online
Article
Text
id pubmed-10450629
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher Frontiers Media S.A.
record_format MEDLINE/PubMed
spelling pubmed-104506292023-08-26 Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission Zhang, Sai Chen, Daixiang Wang, Jia-Yin Yan, Shenghu Li, Guigen Front Chem Chemistry 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. Frontiers Media S.A. 2023-08-10 /pmc/articles/PMC10450629/ /pubmed/37638105 http://dx.doi.org/10.3389/fchem.2023.1259609 Text en Copyright © 2023 Zhang, Chen, Wang, Yan and Li. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Zhang, Sai
Chen, Daixiang
Wang, Jia-Yin
Yan, Shenghu
Li, Guigen
Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission
title Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission
title_full Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission
title_fullStr Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission
title_full_unstemmed Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission
title_short Four-layer folding framework: design, GAP synthesis, and aggregation-induced emission
title_sort four-layer folding framework: design, gap synthesis, and aggregation-induced emission
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10450629/
https://www.ncbi.nlm.nih.gov/pubmed/37638105
http://dx.doi.org/10.3389/fchem.2023.1259609
work_keys_str_mv AT zhangsai fourlayerfoldingframeworkdesigngapsynthesisandaggregationinducedemission
AT chendaixiang fourlayerfoldingframeworkdesigngapsynthesisandaggregationinducedemission
AT wangjiayin fourlayerfoldingframeworkdesigngapsynthesisandaggregationinducedemission
AT yanshenghu fourlayerfoldingframeworkdesigngapsynthesisandaggregationinducedemission
AT liguigen fourlayerfoldingframeworkdesigngapsynthesisandaggregationinducedemission