Issue 62, 2019

A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties

Abstract

We report the synthesis of a bipyridyl reagent containing a strained alkyne, which significantly restricts its flexibility. Upon strain-promoted alkyne-azide cycloaddition (SPAAC) with an azide, which does not require a Cu catalyst, the structure becomes significantly more flexible and an increase in fluorescence is observed. Upon addition of Zn(II), the fluorescence is enhanced further. The reagent has the potential to act as a fluorescent labelling agent with azide-containing substrates, including biological molecules.

Graphical abstract: A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties

Supplementary files

Article information

Article type
Paper
Submitted
29 ago 2019
Accepted
29 out 2019
First published
06 nov 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 36154-36161

A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties

S. Forshaw, R. C. Knighton, J. Reber, J. S. Parker, N. P. Chmel and M. Wills, RSC Adv., 2019, 9, 36154 DOI: 10.1039/C9RA06866J

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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