Syntheses and structures of a stable gallole free of Lewis base coordination and its dianion†
This article is published in Journal of Physical Organic Chemistry as a special issue on the International Symposium on Reactive Intermediates and Unusual Molecules 2014 on Physical Organic Chemistry by Robert Moss (Rutgers University USA) and Anna Gudmundsdottir (University of Cinncinnati, USA).
Abstract
A stable Lewis base‐free gallole bearing a bulky Mes* group (=2,4,6‐(t‐Bu)3C6H2) was synthesized by the treatment of Mes*GaCl2 with a 3,6‐dilithio‐3,5‐octadiene derivative. Reduction of the gallole with lithium metal afforded the corresponding gallole dianion species as a lithium salt. Structures of the gallole and the lithium salt of the gallole dianion have been elucidated by using X‐ray crystallographic analysis, NMR spectroscopies, and density functional theory calculations. Copyright © 2014 John Wiley & Sons, Ltd.
