Article
"Greening Up" the Suzuki Reaction
Purchase the full-text
- PDF/HTML,
figures/images,
references and tables,
(where available)
Abstract
This article describes the rapid, green synthesis of a biaryl compound (4-phenylphenol) via a Pd(0)-catalyzed Suzuki cross-coupling reaction in water. Mild reaction conditions and operational simplicity makes this experiment especially amenable to both mid- and upper-level undergraduates. The methodology exposes students to purely aqueous microscale organic reactivity and showcases topical research in the milieu of an industrially applicable process.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Laboratory InstructionKeywords (Feature):
Green ChemistryKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
Aromatic CompoundsCiting Articles
Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.
This article has been cited by 4 ACS Journal articles (4 most recent appear below).

Green Reductive Homocoupling of Bromobenzene
C. Eric BallardJournal of Chemical Education2011 Article ASAPGreen Reductive Homocoupling of Bromobenzene
C. Eric BallardJournal of Chemical Education2011 Article ASAPAlthough transition-metal-catalyzed reactions are important in contemporary organic chemistry, relatively few resources for the second-year organic chemistry curriculum discuss the subject. The inquiry-based experiment described here, an iron-catalyzed ...

Solvent-Free Synthesis of 2,2′-Dinitrobiphenyl: An Ullmann Coupling in the Introductory Organic Laboratory
Richard W. Gregor and Laurel A. GojJournal of Chemical Education2011 88 (3), 331-333Solvent-Free Synthesis of 2,2′-Dinitrobiphenyl: An Ullmann Coupling in the Introductory Organic Laboratory
Richard W. Gregor and Laurel A. GojJournal of Chemical Education2011 88 (3), 331-333The formation of carbon−carbon bonds is an essential theme throughout organic chemistry. The use of transition-metal catalysts to form carbon−carbon bonds, once relegated to more advanced texts, is now commonly found in introductory organic textbooks. ...

A Green Multicomponent Reaction for the Organic Chemistry Laboratory. The Aqueous Passerini Reaction
Matthew M. Hooper and Brenton DeBoefJournal of Chemical Education2009 86 (9), 1077A Green Multicomponent Reaction for the Organic Chemistry Laboratory. The Aqueous Passerini Reaction
Matthew M. Hooper and Brenton DeBoefJournal of Chemical Education2009 86 (9), 1077Water is the ideal green solvent for organic reactions. However, most organic molecules are insoluble in it. Herein, we report a laboratory module that takes advantage of this property. The Passerini reaction, a three-component coupling involving an ...

Molecular Models of Products and Reactants from Suzuki and Heck Syntheses
William F. ColemanJournal of Chemical Education2008 85 (4), 592Molecular Models of Products and Reactants from Suzuki and Heck Syntheses
William F. ColemanJournal of Chemical Education2008 85 (4), 592This month's Featured Molecules include (E)-4-acetylcinnamic acid and 4-phenylphenol.
Tools
-
Add to Favorites
-
Download Citation
-
Email a Colleague -
Permalink
Order Reprints
Rights & Permissions
Citation Alerts
History
- Received: August 03, 2009
Cart
ACS
Network






