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Reversible aqueous metathesis reactions for potential application in dynamic combinatorial chemistry

Date

Authors

Hunter, Luke

Condie, Glenn C

Harding, Margaret

Publisher

Elsevier

Abstract

Solutions of heterocycles having an allyl sulfide unit and simple alkenes in 50% t-BuOH/H2O undergo reversible olefin metathesis reactions with the second generation Hoveyda-Grubbs catalyst. The choice of functional groups is limited by competitive chelation of some heterocycles with the catalyst, and other stereoelectronic effects.

Keywords

Keywords: alkene; allyl compound; naphthalimide derivative; article; catalyst; chelation; chemical reaction; combinatorial chemistry; metathesis reaction; stereochemistry Allyl sulfides; Aqueous metathesis; Dynamic combinatorial chemistry; Reversible metathesis

URI

http://hdl.handle.net/1885/73600

Collections

ANU Research Publications

Source

Tetrahedron Letters

Type

Journal article

DOI

10.1016/j.tetlet.2010.07.105

Restricted until

2037-12-31

Downloads

File

Description

01_Hunter_Reversible_aqueous_metathesis_2010.pdf (680.52 KB)