Towards enantiopure macrocyclic trans-dinucleating hemilabile P-Alkene ligands: Syntheses, structures, and Chiral Pd-Complexes

Journal article


Publication Details

Author(s): Frieß S, Herrera AC, Linden A, Heinemann F, Dorta R
Journal: Journal of Organometallic Chemistry
Publication year: 2019
Volume: 898
ISSN: 0022-328X


Abstract

Dibenzazepinyl dichlorophosphine 2 reacts with (R,R)-2,3-O-isopropylidene-threitol (3) in Et2O solution to afford gram-quantities of the enantiopure macrocylic phosphoramidite (all-R)-6, which may be seen as a formal dimer of classic phosphoramidite P-alkene hybrid ligands. Complexation experiments with PdCl2 reveal highly selective formation of the trans-dinuclear complex (all-R)-11. The corresponding bulkier and rigidly trans-eclipsed 1,4-diol (S,S)-bis-hydroximethyl-9,10-dihydro-9,10-ethaneanthracene (4) does not favor macrocycle formation and exclusively leads to the new dibenzazepinyl phsophormaidite P-alkene ligand 7, which in Pd-catalyzed asymmetric allylic amination comes the well-known ‘privileged’ binol-derived P-alkene analogue 1 close in terms of enantioselection.


FAU Authors / FAU Editors

Dorta, Romano Prof. Dr.
Professur für Anorganische Chemie
Frieß, Sibylle
Lehrstuhl für Anorganische und Allgemeine Chemie
Heinemann, Frank Dr.
Lehrstuhl für Anorganische und Allgemeine Chemie
Herrera, Alberto Cesar
Lehrstuhl für Anorganische und Allgemeine Chemie


External institutions with authors

Universität Zürich (UZH)


How to cite

APA:
Frieß, S., Herrera, A.C., Linden, A., Heinemann, F., & Dorta, R. (2019). Towards enantiopure macrocyclic trans-dinucleating hemilabile P-Alkene ligands: Syntheses, structures, and Chiral Pd-Complexes. Journal of Organometallic Chemistry, 898. https://dx.doi.org/10.1016/j.jorganchem.2019.120876

MLA:
Frieß, Sibylle, et al. "Towards enantiopure macrocyclic trans-dinucleating hemilabile P-Alkene ligands: Syntheses, structures, and Chiral Pd-Complexes." Journal of Organometallic Chemistry 898 (2019).

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Last updated on 2019-16-08 at 13:08