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Article

Ringing the Changes: Effects of Heterocyclic Ring Size on Stereoselectivity in [(η5-C5Me5)RhCl], [(η5-C5Me5)IrCl] and [Ru(η6-cymene)Cl] Complexes of Chiral 3-Amino-1-Azacycles

by
Vladimir Y. Vladimirov
,
Matheo Charrier-Chardin
,
Benson M. Kariuki
,
Benjamin D. Ward
and
Paul D. Newman
*
School of Chemistry, Cardiff University, Cardiff CF10 3AT, UK
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(19), 4659; https://doi.org/10.3390/molecules29194659
Submission received: 30 August 2024 / Revised: 20 September 2024 / Accepted: 26 September 2024 / Published: 30 September 2024

Abstract

Ring size-dependent diastereoselective coordination of unsymmetrical diamines containing one azacyclic nitrogen and one exocyclic nitrogen to [(η5-C5Me5MCl]+ cores where M = Rh, Ir and [Ru(η6-cymene)Cl]+ is reported herein. Total stereoselectivity was observed with the six- and seven-membered azacycles, whereas the five derivative proved poorly selective. All complexes were active for transfer hydrogenation but showed no enantioselectivity with prochiral ketones.
Keywords: diastereoselectivity; azacycles; transfer hydrogenation; diamines diastereoselectivity; azacycles; transfer hydrogenation; diamines

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MDPI and ACS Style

Vladimirov, V.Y.; Charrier-Chardin, M.; Kariuki, B.M.; Ward, B.D.; Newman, P.D. Ringing the Changes: Effects of Heterocyclic Ring Size on Stereoselectivity in [(η5-C5Me5)RhCl], [(η5-C5Me5)IrCl] and [Ru(η6-cymene)Cl] Complexes of Chiral 3-Amino-1-Azacycles. Molecules 2024, 29, 4659. https://doi.org/10.3390/molecules29194659

AMA Style

Vladimirov VY, Charrier-Chardin M, Kariuki BM, Ward BD, Newman PD. Ringing the Changes: Effects of Heterocyclic Ring Size on Stereoselectivity in [(η5-C5Me5)RhCl], [(η5-C5Me5)IrCl] and [Ru(η6-cymene)Cl] Complexes of Chiral 3-Amino-1-Azacycles. Molecules. 2024; 29(19):4659. https://doi.org/10.3390/molecules29194659

Chicago/Turabian Style

Vladimirov, Vladimir Y., Matheo Charrier-Chardin, Benson M. Kariuki, Benjamin D. Ward, and Paul D. Newman. 2024. "Ringing the Changes: Effects of Heterocyclic Ring Size on Stereoselectivity in [(η5-C5Me5)RhCl], [(η5-C5Me5)IrCl] and [Ru(η6-cymene)Cl] Complexes of Chiral 3-Amino-1-Azacycles" Molecules 29, no. 19: 4659. https://doi.org/10.3390/molecules29194659

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