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

Frieß, Sibylle; Herrera, Alberto; Linden, Anthony; Heinemann, Frank W; Dorta, Romano

doi:10.5167/uzh-176938

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Frieß, S., Herrera, A., Linden, A., Heinemann, F. W., & Dorta, R. (2019). Towards enantiopure macrocyclic trans-dinucleating hemilabile P-Alkene ligands: Syntheses, structures, and Chiral Pd-Complexes. Journal of Organometallic Chemistry, 898, 120876. https://doi.org/10.1016/j.jorganchem.2019.120876

Abstract

Dibenzazepinyl dichlorophosphine 2 reacts with (R,R)-2,3-O-isopropylidene-threitol (3) in $Et2_O$ 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 $PdCl_2$ 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 macr