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

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: May 25, 2018
• 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
• Public URL: https://durham-repository.worktribe.com/output/1344916