Next Article in Journal
Effect of Some Biopolymers on the Rheological Behavior of Surimi Gel
Previous Article in Journal
Antifungal Activities of New Coumarins
Molecules 2012, 17(5), 5724-5732; doi:10.3390/molecules17055724
Article

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

1,†
, 2
, 2
, 1
 and 1,*
Received: 8 March 2012; in revised form: 3 May 2012 / Accepted: 7 May 2012 / Published: 14 May 2012
(This article belongs to the Section Organic Synthesis)
Download PDF [528 KB, uploaded 18 June 2014]
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 b-hydroxyphosphonate intermediate was identified. The structure of precursor E-(4-(4-bromostyryl)phenyl)(methyl)sulfane (1) was determined using X-ray crystallography.
Keywords: oligovinylphenylene; HWE reaction; Heck coupling oligovinylphenylene; HWE reaction; Heck coupling
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

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. Molecules 2012, 17, 5724-5732.

AMA Style

Karácsony O, Deschamps JR, Trammell SA, Nita R, Knight DA. 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. Molecules. 2012; 17(5):5724-5732.

Chicago/Turabian Style

Karácsony, Orsolya; Deschamps, Jeffrey R.; Trammell, Scott A.; Nita, Rafaela; Knight, D. Andrew. 2012. "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." Molecules 17, no. 5: 5724-5732.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert