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A Highly Stereoselective and Efficient Catalytic Approach for the Synthesis of trans ‐Stilbene–Arenes as π‐Conjugated Materials
Author(s) -
Majchrzak Mariusz,
Wilkowski Grzegorz,
Kubicki Maciej
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700602
Subject(s) - chemistry , conjugated system , catalysis , metathesis , yield (engineering) , stereoselectivity , combinatorial chemistry , organic synthesis , transition metal , carbon fibers , organic chemistry , coupling reaction , polymerization , polymer , materials science , composite material , composite number , metallurgy
The potential expansion of the variety of catalytic methods for carbon–carbon bond formation is explored in many research centers all over the world. In this work, we describe very precise and controlled catalytic transformations as useful tools for the synthesis of new trans ‐π‐conjugated molecular organic compounds. The combination of Suzuki–Miyaura coupling and cross‐metathesis reactions is established as a simple and efficient method for the design of new ( E )‐stilbenes in the presence of well‐defined transition‐metal catalysts at 0.0001–1 % loadings. All of the desired products are isolated in good‐to‐excellent yields (up to 96 % isolated yield) with high purity.