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作为 Pyrromethene-567 染料的“点击化学”类似物的 2,6-二炔丙基取代 BODIPY 的获取：光稳定性和合成多功能性。

Access to 2,6-Dipropargylated BODIPYs as "Clickable" Congeners of Pyrromethene-567 Dye: Photostability and Synthetic Versatility.

机构信息

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006, Madrid, Spain.

Departamento de Química Física. Universidad del Pais Vasco-EHU, Apartado 644, 48080, Bilbao, Spain.

出版信息

Org Lett. 2021 Sep 3;23(17):6801-6806. doi: 10.1021/acs.orglett.1c02380. Epub 2021 Aug 17.

DOI:10.1021/acs.orglett.1c02380
PMID:34403255
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8419863/
Abstract

Hitherto unreported 2,6-dipropargyl-1,3,5,7-tetramethyl BODIPYs can be efficiently prepared by a Nicholas reaction/decomplexation protocol from 1,3,5,7-tetramethyl BODIPYs. The title compounds, which improve the BODIPY photostability by retaining their inherent photophysical and photochemical properties, can be engaged in efficient copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) "click-type" reactions with azido derivatives to provide all-BODIPY-triads or conjugated BODIPYs.

摘要

迄今尚未报道的 2,6-二丙炔基-1,3,5,7-四甲基 BODIPYs 可以通过 Nicholas 反应/去络合方案从 1,3,5,7-四甲基 BODIPYs 中有效地制备。这些标题化合物通过保留其固有的光物理和光化学性质来提高 BODIPY 的光稳定性，可以与叠氮衍生物进行有效的铜（I）催化的叠氮化物-炔烃环加成（CuAAC）“点击型”反应，以提供全 BODIPY-三联体或共轭 BODIPY。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/27b4fe461bb4/ol1c02380_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/eb6cf206a06e/ol1c02380_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/3ec769f3c939/ol1c02380_0009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/1931414ff9af/ol1c02380_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/6544c68ed89e/ol1c02380_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/40579e8e8426/ol1c02380_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/6a38dd63ab3d/ol1c02380_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/70ad263bd5ab/ol1c02380_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/27b4fe461bb4/ol1c02380_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/eb6cf206a06e/ol1c02380_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/3ec769f3c939/ol1c02380_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/253ccb10f15a/ol1c02380_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/372901409ca3/ol1c02380_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/1931414ff9af/ol1c02380_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/6544c68ed89e/ol1c02380_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/40579e8e8426/ol1c02380_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/6a38dd63ab3d/ol1c02380_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/70ad263bd5ab/ol1c02380_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0333/8419863/27b4fe461bb4/ol1c02380_0008.jpg

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Towards Efficient and Photostable Red-Emitting Photonic Materials Based on Symmetric All-BODIPY-Triads, -Pentads, and -Hexads.
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