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A versatile catalyst-free perfluoroaryl azide-aldehyde-amine conjugation reaction
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry.ORCID iD: 0000-0001-9770-7229
Univ Massachusetts Lowell, Dept Chem, Lowell, MA 01854 USA..
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry.
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2019 (English)In: MATERIALS CHEMISTRY FRONTIERS, ISSN 2052-1537, Vol. 3, no 2, p. 251-256Article in journal (Refereed) Published
Abstract [en]

In a tri-component reaction, an electrophilically-activated perfluoroaryl azide, an enolizable aldehyde and an amine react readily at room temperature without any catalysts in solvents including aqueous conditions to yield a stable amidine conjugate. The versatility of this reaction is demonstrated in the conjugation of an amino acid without prior protection of the carboxyl group, and in the synthesis of antibiotic-nanoparticle conjugates.

Place, publisher, year, edition, pages
ROYAL SOC CHEMISTRY , 2019. Vol. 3, no 2, p. 251-256
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Materials Chemistry
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URN: urn:nbn:se:kth:diva-244534DOI: 10.1039/c8qm00516hISI: 000457644400009Scopus ID: 2-s2.0-85060918688OAI: oai:DiVA.org:kth-244534DiVA, id: diva2:1302152
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QC 20190403

Available from: 2019-04-03 Created: 2019-04-03 Last updated: 2019-04-07

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Xie, ShengZhou, JuanFan, YanmiaoRamström, OlofYan, Mingdi

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