Ionic Liquids as Precatalysts in the Highly Stereoselective Conjugate Addition of α,β-Unsaturated Aldehydes to Chalcones
Artikel i vetenskaplig tidskrift, 2014

Imidazolium-based ionic liquids (ILs) serve both as recyclable reaction media and as precatalysts for the N-heterocyclic carbene-catalyzed conjugate addition of α,β-unsaturated aldehydes to chalcones. The reaction produces a broad scope of 1,6-ketoesters incorporating an anti-diphenyl moiety in high yields and with high stereoselectivity. In recycling experiments, the IL can be reused up to five times with retained reactivity and selectivity. Moreover, the 1,6-ketoesters form self-assembled organogels in aliphatic hydrocarbons. The reaction protocol is robust, easily operated, scalable and highly functionalized compounds can be obtained from inexpensive and readily accessible starting materials.

ionic liquids

ketoesters

organogels

Green chemistry

NHC

Författare

Linda Ta

Chalmers, Kemi- och bioteknik, Organisk kemi

Anton Axelsson

Chalmers, Kemi- och bioteknik, Organisk kemi

Joachim Bijl

Chalmers, Kemi- och bioteknik, Organisk kemi

Matti Haukka

Jyväskylän Yliopisto

Henrik Sundén

Chalmers, Kemi- och bioteknik, Organisk kemi

Chemistry - A European Journal

0947-6539 (ISSN) 1521-3765 (eISSN)

Vol. 20 13889-13893

Drivkrafter

Hållbar utveckling

Fundament

Grundläggande vetenskaper

Ämneskategorier

Organisk kemi

DOI

10.1002/chem.201404288