Issue 2, 2015
From the journal:

Organic & Biomolecular Chemistry

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

Jessica S. Lampkowski,a   Corinn E. Durham,a   Marshall S. Padillaa  and  Douglas D. Young*a  

* Corresponding authors

a Department of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA, USA
E-mail: dyoung01@wm.edu

Abstract

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.

Graphical abstract: Preparation of asymmetrical polyynes by a solid-supported Glaser–Hay reaction

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Article information

DOI
https://doi.org/10.1039/C4OB02196G
Article type
Paper
Submitted
15 Oct 2014
Accepted
28 Oct 2014
First published
28 Oct 2014

Org. Biomol. Chem., 2015,13, 424-427

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

J. S. Lampkowski, C. E. Durham, M. S. Padilla and D. D. Young, Org. Biomol. Chem., 2015, 13, 424 DOI: 10.1039/C4OB02196G

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