Preparation of asymmetrical polyynes by a solid-supported Glaser-Hay reaction

Polyynes exhibit both unique photophysical properties and biological activities, necessitating efficient syntheses towards these core structures. A novel methodology for the construction of highly conjugated asymmetrical polyynes has been developed in a chemoselective fashion utilizing a solid-suppo...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2015-01, Vol.13 (2), p.424-427
Main Authors: Lampkowski, Jessica S, Durham, Corinn E, Padilla, Marshall S, Young, Douglas D
Format: Article
Language:English
Subjects:
Polyacetylenes - chemistry
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Summary:Polyynes exhibit both unique photophysical properties and biological activities, necessitating efficient syntheses towards these core structures. A novel methodology for the construction of highly conjugated asymmetrical polyynes has been developed in a chemoselective fashion utilizing a solid-support. The synthesis has been applied to prepare a small library of polyynes in good to moderate yield. Moreover, their interesting fluorescence properties have been investigated, demonstrating the ability to tune fluorescence through selection of appropriate synthetic building blocks.
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob02196g