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JoyaPhos: An Atropisomeric Teraryl Monophosphine Ligand

Castrogiovanni, Alessandro and Lotter, Dominik and Bissegger, Fabian R. and Sparr, Christof. (2020) JoyaPhos: An Atropisomeric Teraryl Monophosphine Ligand. Chemistry - A European Journal, 26 (44). pp. 9864-9868.

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Official URL: https://edoc.unibas.ch/81049/

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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.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Organische Chemie (Sparr)
UniBasel Contributors:Sparr, Christof
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:0947-6539
e-ISSN:1521-3765
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:08 Feb 2021 10:59
Deposited On:01 Feb 2021 12:22

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