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Updated: Dec 18, 2025

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
JoyaPhos: An Atropisomeric Teraryl Monophosphine Ligand
Alessandro Castrogiovanni1, Dominik Lotter1, Fabian R Bissegger1
1Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056, Basel, Switzerland.
Abstract:
A topologically well-defined atropisomeric teraryl monophosphine ligand system, prepared by a highly stereoselective arene-forming aldol condensation combined with a direct ester-to-anthracene transformation, is described herein. The ligands were evaluated for gold(I)-catalyzed [2+2] cycloaddition and cycloisomerization reactions as well as a unique intramolecular Pd-catalyzed C-N cross-coupling for the atroposelective synthesis of a N-aryl-indoline bearing a C-N stereogenic axis. The ligand structure induced up to 95:5 stereoselectivity in the asymmetric allylic alkylation reaction and features an interesting dynamic behavior as observed by X-ray crystallographic studies.
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