Cross‐Coupling Reaction of a Highly Strained Molecule: Synthesis of σ–π Conjugated Tetrahedranes1. Issue 41 (26th August 2013)

• Record Type: Journal Article
• Authors: Kobayashi, Yuzuru; Nakamoto, Masaaki; Inagaki, Yusuke; Sekiguchi, Akira
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 41(2013)
• Page Start: 10740
• Page End: 10744
• Publication Date: 2013-08-26
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201304770
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Strain for an effect</bold>: The cross‐coupling reaction of highly strained tetrahedranes with aryl halides has been investigated. In the presence of a palladium catalyst, tetrahedryllithium rapidly reacted with various aryl halides to form aryl‐substituted tetrahedranes (see picture) in good to excellent yields. The UV/Vis absorption spectra suggest an extended σ–π conjugation between the σ orbital of the tetrahedrane core and the aryl π system.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg3j1p0rjp" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>