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

Tisa ŽevartBalazs PinterMatic LozinšekDamijana UrankarRoss D Jansen-van VuurenJanez Košmrlj
Published in: Dalton transactions (Cambridge, England : 2003) (2024)
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(η 3 -allyl)Cl(mNHO)] coordination complexes. 13 C 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 BH 3 -mNHO adduct by reacting the triazolium salts with AuCl(SMe 2 ) and BH 3 ·THF, respectively. The BH 3 -mNHO adduct was tested in the reduction of select aldehydes and ketones to alcohols.
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