Expanding the scope of strained-alkyne chemistry: a protection-deprotection strategy via the formation of a dicobalt-hexacarbonyl complexElectronic supplementary information (ESI) available: Details of synthetic procedures, characterization data for all the compounds, crystal structure of compound exo-4. CCDC 1050355-1050357. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc01522g

A protection-deprotection strategy for strained alkynes used for bioorthogonal chemistry is reported. A strained alkyne can be protected with dicobalt-octacarbonyl and we demonstrate for the first time that a strained alkyne can be re-formed and isolated under mild reaction conditions for further bi...

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Main Authors: Gobbo, Pierangelo, Romagnoli, Tommaso, Barbon, Stephanie M, Price, Jacquelyn T, Keir, Jennifer, Gilroy, Joe B, Workentin, Mark S
Format: Article
Language:English
Online Access:Get full text
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Summary:A protection-deprotection strategy for strained alkynes used for bioorthogonal chemistry is reported. A strained alkyne can be protected with dicobalt-octacarbonyl and we demonstrate for the first time that a strained alkyne can be re-formed and isolated under mild reaction conditions for further bioorthogonal reactivity. The protection-deprotection strategy herein reported will expand the versatility of strained alkynes for the preparation of substrates in chemical biology and materials applications. A protection-deprotection strategy for strained alkynes is reported. A strained alkyne can be protected with dicobalt-octacarbonyl and we demonstrate for the first time that the a strained alkyne can be re-formed and isolated under mild conditions for further bioorthogonal reactivity.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc01522g