Issue 21, 2024

Towards structurally versatile mesoionic N-heterocyclic olefin ligands and their coordination to palladium, gold, and boron hydride

Abstract

We have developed an efficient and versatile approach for the synthesis of a family of 1,2,3-triazole-based mesoionic N-heterocyclic olefin (mNHO) ligands and investigated their coordination to palladium, gold, and boron hydride experimentally and computationally. We reacted mNHOs obtained through deprotonation of the corresponding methylated and ethylated 1,3,4-triaryl-1,2,3-triazolium salts with [Pd(allyl)Cl]2 to give the corresponding [Pd(η3-allyl)Cl(mNHO)] coordination complexes. 13C NMR data revealed the strong σ-donor character of the mNHO ligands, consistent with the calculated bond orders and atom-condensed charges. Furthermore, we also synthesized [AuCl(mNHO)] and a BH3–mNHO adduct by reacting the triazolium salts with AuCl(SMe2) and BH3·THF, respectively. The BH3–mNHO adduct was tested in the reduction of select aldehydes and ketones to alcohols.

Graphical abstract: Towards structurally versatile mesoionic N-heterocyclic olefin ligands and their coordination to palladium, gold, and boron hydride

Supplementary files

Article information

Article type
Paper
Submitted
22 ene. 2024
Accepted
25 mar. 2024
First published
28 mar. 2024
This article is Open Access
Creative Commons BY-NC license

Dalton Trans., 2024,53, 8915-8925

Towards structurally versatile mesoionic N-heterocyclic olefin ligands and their coordination to palladium, gold, and boron hydride

T. Ževart, B. Pinter, M. Lozinšek, D. Urankar, R. D. Jansen-van Vuuren and J. Košmrlj, Dalton Trans., 2024, 53, 8915 DOI: 10.1039/D4DT00195H

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