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Surface functionalization of dinuclear clathrochelates via Pd-catalyzed cross-coupling reactions: facile synthesis of polypyridyl metalloligands

Marmier, Mathieu; Cecot, Giacomo; Curchod, Basile F.E.; Pattison, Philip; Solari, Euro; Scopelliti, Rosario; Severin, Kay

Surface functionalization of dinuclear clathrochelates via Pd-catalyzed cross-coupling reactions: facile synthesis of polypyridyl metalloligands Thumbnail


Authors

Mathieu Marmier

Giacomo Cecot

Philip Pattison

Euro Solari

Rosario Scopelliti

Kay Severin



Abstract

Dinuclear clathrochelate complexes are easily accessible by reaction of zinc(II) triflate or cobalt(II) nitrate with arylboronic acids and phenoldioximes. The utilization of brominated arylboronic acids and/or brominated phenoldioximes allows preparing clathrochelates with two, three, five or seven bromine atoms on the outside. These clathrochelates can undergo Pd-catalyzed cross-coupling reactions with 3- and 4-pyridylboronic acid to give new metalloligands featuring up to seven pyridyl groups. The pyridyl-capped clathrochelates display characteristics which make them interesting building blocks for structural supramolecular chemistry: they are rigid, large (up to 2.7 nm), luminescent (for M = Zn), and anionic. The pentatopic pyridyl ligands display an unusual trigonal bipyramidal geometry.

Citation

Marmier, M., Cecot, G., Curchod, B. F., Pattison, P., Solari, E., Scopelliti, R., & Severin, K. (2016). Surface functionalization of dinuclear clathrochelates via Pd-catalyzed cross-coupling reactions: facile synthesis of polypyridyl metalloligands. Dalton Transactions, 45(20), 8422-8427. https://doi.org/10.1039/c6dt01288d

Journal Article Type Article
Acceptance Date Apr 16, 2016
Online Publication Date Apr 25, 2016
Publication Date Apr 25, 2016
Deposit Date Nov 6, 2017
Publicly Available Date Mar 28, 2024
Journal Dalton Transactions
Print ISSN 1477-9226
Electronic ISSN 1477-9234
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 45
Issue 20
Pages 8422-8427
DOI https://doi.org/10.1039/c6dt01288d

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