2020
DOI: 10.26434/chemrxiv.12401921
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Supramolecular Behaviour and Fluorescence of Rhodamine-Functionalised ROMP Polymer

Abstract: <p>Inherently fluorescent polymers are of interest in materials and medicine. We report a ring-opening metathesis polymerisation (ROMP) platform for creation of amphiphilic block copolymers in which one block is formed from rhodamine B-containing monomers. The polymers self-assemble into well-defined micelles which are able to sequester molecular dyes and further interact with them by energy transfer. Despite incorporating a cationic dye known to bind DNA, the polymer micelles do not interact with DNA, i… Show more

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“…Regarding the mechanism, although there is debate in literature, it is believed that the reaction starts with the formation of Narylimines (azadiene) in the more stable E stereoisomer which are activated by the catalyst and might follow a formal [4 + 2] concerted cycloaddition through a trans-endo-favored transition state followed by a 1,3-hydrogen shift or a stepwise polar mechanism proceeding via zwitterionic intermediates (Figure 3). 31−34 Over the last two decades, this journal has published several Diels−Alder laboratory experiments to construct several carboand heterocycles were different topics of this reaction such as the effects of kinetic vs thermodynamic control on endo/exo adducts, 35,36 regioselectivity, 37 diastereoselectivity, 38,39 heat source, 40−42 and solvent free conditions, 43 have been addressed. These experiments have contributed to understanding and gaining experience with classic reactions in undergraduate organic chemistry courses; however, with the increasing interest in green chemistry, other topics like metrics and use of alternative solvents and renewable building blocks should be also considered.…”
Section: ■ Introductionmentioning
confidence: 99%
“…Regarding the mechanism, although there is debate in literature, it is believed that the reaction starts with the formation of Narylimines (azadiene) in the more stable E stereoisomer which are activated by the catalyst and might follow a formal [4 + 2] concerted cycloaddition through a trans-endo-favored transition state followed by a 1,3-hydrogen shift or a stepwise polar mechanism proceeding via zwitterionic intermediates (Figure 3). 31−34 Over the last two decades, this journal has published several Diels−Alder laboratory experiments to construct several carboand heterocycles were different topics of this reaction such as the effects of kinetic vs thermodynamic control on endo/exo adducts, 35,36 regioselectivity, 37 diastereoselectivity, 38,39 heat source, 40−42 and solvent free conditions, 43 have been addressed. These experiments have contributed to understanding and gaining experience with classic reactions in undergraduate organic chemistry courses; however, with the increasing interest in green chemistry, other topics like metrics and use of alternative solvents and renewable building blocks should be also considered.…”
Section: ■ Introductionmentioning
confidence: 99%