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Enantioenriched Ruthenium-Tris-Bipyridine Complexes Bearing One Helical Bipyridine Ligand: Access to Fused Multihelicenic Systems and Chiroptical Redox Switches

Kos, Martin; Rodríguez, Rafael; Storch, Jan; Sýkora, Jan; Caytan, Elsa; Cordier, Marie; Císařová, Ivana; Vanthuyne, Nicolas; Williams, J.A. Gareth; Žádný, Jaroslav; Církva, Vladimír; Crassous, Jeanne

Enantioenriched Ruthenium-Tris-Bipyridine Complexes Bearing One Helical Bipyridine Ligand: Access to Fused Multihelicenic Systems and Chiroptical Redox Switches Thumbnail


Authors

Martin Kos

Rafael Rodríguez

Jan Storch

Jan Sýkora

Elsa Caytan

Marie Cordier

Ivana Císařová

Nicolas Vanthuyne

Jaroslav Žádný

Vladimír Církva

Jeanne Crassous



Abstract

The synthesis and photophysical and chiroptical properties of novel aza[n]helicenes (6a–d, 10a,b, n = 4–7) substituted with one or two 2-pyridyl groups are described. The preparation was performed via an adapted Mallory reaction using aromatic imines as precursors. The obtained novel class of helical 2,2′-bipyridine ligands was then coordinated to Ru(bipy)22+ units, thus affording the first diastereomerically and enantiomerically pure [RuL(bipy)2]2+ (11a,c, L = 6a,c) or [Ru2L′(bipy)4]4+ (12, L′ = 10b) complexes. The topology and stereochemistry of these novel metal-based helical architectures were studied in detail, notably using X-ray crystallography. Interestingly, the coordination to ruthenium(II) enabled the preparation of fused multihelical systems incorporating aza- and ruthena-helicenes within the same scaffold. The photophysical, chiroptical, and redox properties of these complexes were examined in detail, and efficient redox-triggered chiroptical switching activity was evidenced.

Citation

Kos, M., Rodríguez, R., Storch, J., Sýkora, J., Caytan, E., Cordier, M., …Crassous, J. (2021). Enantioenriched Ruthenium-Tris-Bipyridine Complexes Bearing One Helical Bipyridine Ligand: Access to Fused Multihelicenic Systems and Chiroptical Redox Switches. Inorganic Chemistry, https://doi.org/10.1021/acs.inorgchem.1c01379

Journal Article Type Article
Acceptance Date Jun 29, 2021
Online Publication Date Jul 23, 2021
Publication Date 2021
Deposit Date Jul 26, 2021
Publicly Available Date Jul 23, 2022
Journal Inorganic Chemistry
Print ISSN 0020-1669
Electronic ISSN 1520-510X
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
DOI https://doi.org/10.1021/acs.inorgchem.1c01379

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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Inorganic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.inorgchem.1c01379







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