Alkyne-containing chelating ligands: synthesis, properties and metal coordination of 1,2-di(quinolin-8-yl)ethyne

Greco, Nicholas J.; Hysell, Michelle; Goldenberg, Joseph R.; Rheingold, Arnold L.; Tor, Yitzhak

doi:10.1039/b603983a

Cited by 18 publications

(15 citation statements)

References 16 publications

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“…To the best of our knowledge, crystal B of [Cu( 9)](ClO4)2 constitutes the first cyclam derivative to exhibit intramolecular non-acetylide alkyne coordination, although this coordination is weak. Several ligand systems have been reported previously to exhibit monomeric η 2 -alkyne coordination, 50,51 including the notable alkyne 'cages', 52,53 and organometallic acetylide cyclam complexes. 54,55 Xu and Chao prepared the Nd(III) complex of tetra-N-propargyl cyclen, however none of the pendant alkynes were coordinated to the metal in that complex.…”

Section: Discussionmentioning

confidence: 99%

Copper(ii) complexes of N-propargyl cyclam ligands reveal a range of coordination modes and colours, and unexpected reactivity

Counsell

Shi

et al. 2021

Dalton Trans.

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Section: Discussionmentioning

confidence: 99%

Copper(ii) complexes of N-propargyl cyclam ligands reveal a range of coordination modes and colours, and unexpected reactivity

Counsell

Shi

et al. 2021

Dalton Trans.

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“…Related R 2 P‐L‐PR 2 pincer systems incorporating a center alkyne moiety are sparsely reported. [ 111–114 ] Noteworthy, the group of Agapie has intensively explored complexes decorated with para ‐terphenyl bisphosphine ligands (R 2 P‐L‐PR 2 with L= aryl). This ligand family proved to be cooperative very flexible and redox‐active due to the unsaturated and coordinative versatile nature of the pendant central aromatic ring.…”

Section: Coordination Patterns With Non‐metal Ligating Atomsmentioning

confidence: 99%

The Pincer Platform Beyond Classical Coordination Patterns

Vogt

Langer

2020

Eur J Inorg Chem

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The pincer platform provides increased stability and often a rigid coordination mode in transition metal complexes that allows for the incorporation of reactive functional groups in the coordination sphere of a metal. Classical coordination patterns in pincer‐type complexes were established over the past decades, involving a preferred set of binding sites. In the current review, we discuss pincer‐type ligands with remarkable bonding situations and reactivity patterns, which are beyond the privileged ligand systems frequently used in homogeneous catalysis and bond activation reactions. This includes ligands with ligating atoms based on metalloid elements, π‐systems as well as different kinds of metallo‐ligands. We categorize the discussed pincer‐type ligands herein according to the covalent bond classification and distinguish between metallo‐ligands and ligands, which are based on nonmetal and metalloid elements.

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“…Job's plot experiments confirmed each stoichiometric ratio to be 1:1 (Figure S1, SI). 50,51 including the notable alkyne 'cages', 52,53 and organometallic acetylide cyclam complexes. 54,55 Xu and Chao prepared the Nd(III) complex of tetra-N-propargyl cyclen, however none of the pendant alkynes were coordinated to the metal in that complex.…”

Section: Derivatisation Of Tetra-propargyl Derivativementioning

confidence: 99%

Copper(II) Complexes of N-Propargyl Cyclam Ligands Reveal a Range of Coordination Modes and Colours, and Unexpected Reactivity

Counsell

Shi

et al. 2020

Preprint

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Herein we describe single crystal X-ray diffraction and spectroscopic investigations of the coordination chemistry of copper(II) complexes of cyclam derivatives with between 1 and 4 pendant alkynes. The crystal structures of these copper complexes unexpectedly reveal a range of coordination modes, and the surprising occurrence of five unique complexes within a single recrystallisation of the tetra-N-propargyl cyclam ligand. One of these species exhibits weak intramolecular copper-alkyne coordination, and another is formed by a surprising intramolecular copper-mediated hydroalkoxylation reaction with the solvent methanol, transforming one of the pendant alkynes to an enol ether. Multiple functionalisation of the tetra-N-propargyl ligand is demonstrated via a ‘tetra-click’ reaction with benzyl azide, and the copper-binding behaviour of the resulting tetra-triazole ligand is characterised spectroscopically.

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Alkyne-containing chelating ligands: synthesis, properties and metal coordination of 1,2-di(quinolin-8-yl)ethyne

Abstract: A new alkyne-containing chelating ligand, 1,2-di(quinolin-8-yl)ethyne, is shown to form a mononuclear 1:1 complex with silver(I) and chelate the metal ion through both nitrogens and the ethyne moiety as seen by UV and NMR spectroscopy as well as X-ray crystallography.

Cited by 18 publications

References 16 publications

Copper(ii) complexes of N-propargyl cyclam ligands reveal a range of coordination modes and colours, and unexpected reactivity

Copper(ii) complexes of N-propargyl cyclam ligands reveal a range of coordination modes and colours, and unexpected reactivity

The Pincer Platform Beyond Classical Coordination Patterns

Copper(II) Complexes of N-Propargyl Cyclam Ligands Reveal a Range of Coordination Modes and Colours, and Unexpected Reactivity

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