Synthesis of a 2,2'-Bipyridyl Functionalized Oligovinylene- Phenylene Using Heck and Horner-Wadsworth-Emmons Reactions and X-ray Crystal Structure of E-(4-(4-Bromostyryl)phenyl)(methyl)sulfane

Authors

Orsolya Karácsony
Jeffrey R. Deschamps
Scott A. Trammell
Rafaela Nita
D. Andrew Knight

Document Type

Article

Publication Title

Molecules

Abstract

The synthesis of a new 2,2'-bipyridyl functionalized oligovinylenephenylene (OVP-5) containing a methyl protected thiol using Heck coupling and the Horner-Wadsworth- Emmons reaction and is described. A key step involving a diisopropylcarbodiimide promoted dehydration of a stable ?-hydroxyphosphonate intermediate was identified. The structure of precursor E-(4-(4-bromostyryl) phenyl)(methyl)sulfane (1) was determined using X-ray crystallography. © 2012 by the authors.

First Page

5724

Last Page

5732

DOI

10.3390/molecules17055724

Publication Date

5-2012

Recommended Citation

Karácsony, O., Deschamps, J.R., Trammell, S.A., Nita, R., Knight, D.A. Synthesis of a 2,2'-bipyridyl functionalized oligovinylene-phenylene using heck and horner-wadsworth-emmons reactions and x-ray crystal structure of e-(4-(4-bromostyryl)phenyl)(methyl)sulfane (2012) Molecules, 17 (5), pp. 5724-5732.